Rosé 5K

April 27, 2024

9:00AM - 11:00AM - Trump Winery Pavilion

Run for a reason! Participate in the 2024 Rosé 5K to support St. Jude Children’s Research Hospital with 100% of proceeds being donated.  This walk/run event is the perfect pairing for runners and wine lovers alike; here's your chance to run or walk an exclusive 5K at the largest vineyard in Virginia, Trump Winery. The race will take you through our breathtakingly beautiful, 1,300 acre estate and 210 acres of vines. Then top your morning off with a glass of our newly released 2022 Rosé at our exclusive finish line party at the Trump Winery Pavilion.

Registration is extremely limited with only 200 spots available.

When you sign up for the Rosé 5K, you'll be taking an important step toward finding cures and saving children battling cancer and other deadly diseases. Through the generous support of people like you, families never receive a bill from St. Jude for treatment, travel, housing, and food—because all a family should worry about is helping their child live.

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White Wine Showcase

May 1, 2024

5:30PM - 8:30PM - Eastwood Farm and Winery

Monticello Wine Week White Wine Showcase

Date: Wednesday, May 1st | 5:30 PM - 8:30 PM
Ticketing:
$75.00, VIP $90 | Purchase Here

Eastwood Farm & Winery

Indulge in the epitome of elegance and refinement at the Monticello Wine Week Join us for a relaxed evening celebrating the finest white wines of the Monticello Wine Trail, set in the beautiful Eastwood Farm and Winery. This event is a must for white wine enthusiasts, bringing together top wineries for a night of tasting, discovery, and pure enjoyment.

Choose Your Experience:

  • VIP Experience: Get early access at 5:30 PM, enjoy more one-on-one time with winemakers, exclusive wines not available to General Admission, and hassle-free reserved parking. Limited spots available!
  • General Admission: Doors open at 6:30 PM for a two-hour journey through the best whites the region has to offer, wrapping up at 8:30 PM.

Event Features:

  • Scenic Venue: Eastwood Farm and Winery offers a stunning setting that’s as refreshing as the wines. It’s the perfect backdrop for a night out with fellow wine lovers.
  • White Wine Extravaganza: Dive into a world of whites—from zesty Chardonnays to fragrant Viogniers and beyond. It’s a celebration of the Monticello AVA’s unique terroir and white wine varieties.
  • Perfect Pairings: Savor gourmet bites that complement your wine tasting. Think artisan cheeses and fresh, flavorful treats designed to bring out the best in each glass. Whether you’re a seasoned wine aficionado or just looking to enjoy a beautiful evening out, the White Wine Showcase offers something for everyone. Grab your ticket and get ready for an unforgettable night of wine, food, and scenery.

Participating Wineries: Blenheim Vineyards | Chestnut Oak Vineyard | Chisholm Vineyards | Cunningham Creek Winery | Eastwood Farm & Winery | Grace Estate Winery | Hardware Hills Vineyard | Hark Vineyards | Hazy Mountain Vineyards | Michael Shaps Wineworks | Montifalco Vineyard | Pippin Hill Farm & Vineyards | Septenary Winery | Trump Winery | Valley Road Vineyards | Woodbrook Farm Vineyard

Monticello Wine Week is supported by the generous sponsors.

PRESENTING SPONSOR

KESWICK HALL 

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Winemaker’s Golf Tournament

April 29, 2024

11:00AM - 2:00PM - Keswick Hall

Monticello Wine Week Winemaker's Golf Tournament

Date: Munday, April 29th | 8 AM - 3 PM
Ticketing:
$75.00 | Purchase Here

Hosted by Presenting Sponsor Keswick Hall

Grab your clubs for the Winemaker’s Golf Tournament, brought to you by Keswick Hall! This isn’t just any golf day - it’s your shot to play on the award-winning Full Cry course, designed by golf legend Pete Dye. Expect a day filled with good swings, great company, and even better wine.

Quick Hits:

  • Exclusive Play at Full Cry: Get ready for 18 holes of breathtaking views and challenging plays.
  • Morning Kickoff: Start with a light breakfast, then hit the greens with a shotgun start.
  • Winemaker Foursomes: Play in groups hosted by some of the best winemakers around.
  • Lunch & Laughs: Refuel with lunch on the lawn and share your best (and worst) golf moments.
  • All-Inclusive: Your fee covers golf, cart, breakfast, and lunch. Just show up and play.
  • Golf for Good: Your game supports wine education scholarships through The Veraison Project and Oenoverse. Your participation in this event directly contributes to The Veraison Project’s mission of promoting wine education and fostering the next generation of wine professionals. By sponsoring multiple scholarships for Oeno Camp, the Monticello Wine Trail is investing in the future of the Virginia wine industry and providing opportunities for deserving individuals to pursue their passion for wine.

Presented by Keswick Hall and fueled by a passion for wine and golf, this event promises fun, camaraderie, and the chance to support a great cause. Book your spot and be part of something special!

Monticello Wine Week is supported by the generous sponsors.

PRESENTING SPONSOR

KESWICK HALL 

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Sparkling Brunch - Wine Week

April 28, 2024

11:00AM - 2:00PM - Mount Ida Farm and Vineyard

Monticello Wine Week Sparkling Brunch

Date: Sunday, April 28th | 11 AM - 2 PM
Ticketing:
$250.00 | Purchase Here

Mount Ida Farm and Vineyard - Water’s Edge Venue

Join us for a joyful and bubbly Sparkling Brunch at the scenic Water’s Edge at Mount Ida Farm and Vineyard. Savor sparkling wines from the Monticello AVA while enjoying a spread of brunch favorites. It’s the perfect mix of delicious food, fine drinks, and the serene ambiance of the lake at Water’s Edge. Get your tickets for a morning of delightful indulgence.

What to Expect:

  • The Setting: Water’s Edge offers modern elegance against Virginia’s picturesque countryside. It’s the perfect backdrop to enjoy with a glass in hand and soak in the views.
  • Sparkling Selection: Delve into a curated selection of the area’s top sparkling wines. From light and crisp to richer varieties, discover the wide range of flavors our local vineyards have to offer.
  • Brunch Spread: Dive into various brunch stations, featuring everything from fresh pastries to savory egg dishes, all chosen to perfectly complement your bubbly.

Make your Sunday unforgettable with us, relishing the effervescence and flavors of the Monticello AVA. Secure your place at the Sparkling Brunch for a bubbly morning done right.

Participating Wineries: A​fton Mountain Vineyards | Chiswell Farm & Winery | Flying Fox Vineyard & Winery | King Family Vineyards | Montifalco Vineyard | Mount Ida Farm and Vineyard | Pippin Hill Farm Vineyards | Trump Winery | Veritas | Wisdom Oak Winery.

Monticello Wine Week is supported by the generous sponsors.

PRESENTING SPONSOR

KESWICK HALL 

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Rosé Picnic

April 27, 2024

12:00PM - 2:00PM - Grand Hall Tasting Room

Monticello Wine Week Rosé Picnic

Date: Saturday, April 27th | 12-2 PM
Ticketing:
$60.00 | Purchase Here

Event Description:
As part of Monticello Wine Week and the Rosé All Day festivities, join us at the picturesque Trump Winery, nestled amidst sprawling hills and overlooking Olympic Lake, this event promises an idyllic setting for wine lovers to unwind and savor the finer things in life. 

Event Details:
Venue: Join us at Trump Winery’s Barn & Pavilion Venue, where you'll be surrounded by the beauty of 227 acres of vines. Relax on the willow lawn overlooking Olympic Lake as you soak in the serene ambiance and breathtaking views.

Rosé Tasting: Delight your palate with a selection of rosé wines from esteemed wineries along the Monticello Wine Trail. 

Curated Picnic Experience: Each ticket includes a curated bespoke picnic box, carefully crafted to complement the rosé wines on offer. Spread out on a Rosé All Day blanket, also included with your ticket, and indulge in a delectable assortment of gourmet delights, enhancing your picnic experience to perfection.

Monticello Wine Week is supported by the generous sponsors.

PRESENTING SPONSOR

KESWICK HALL 

 

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Sunset Concert Series July 26

July 26, 2024

5:00PM - 8:00PM - Tasting Room at Grand Hall

Get ready to immerse yourself in the rhythm of the season with our Sunset Concert Series. Select first and last Friday from May through September, we're bringing live music to the Grand Hall Tasting Room. Embrace the good vibes as you savor your favorite wines, with extended tasting room hours just for you.

Live Music & Unforgettable Evenings
From 5 to 8 PM, experience an eclectic mix of musical talents that will set the perfect backdrop for your evening. Whether you're a jazz enthusiast, a lover of classical melodies, or a fan of acoustic tunes, our lineup has something special for every music aficionado.

Wine & Dine Under the Stars
Our extended hours mean more time to indulge in our exquisite wine selection. Pair your favorite bottle with a stunning sunset and the company of friends and fellow music lovers.

The Perfect Setting at the Grand Hall Tasting Room
Nestled in a picturesque setting, the Grand Hall Tasting Room offers the ideal ambiance for relaxation and enjoyment. Unwind, sip, and sway to the melodies as the sun dips below the horizon.

Mark your calendars and don't miss out on these magical evenings filled with music, wine, and the best of vibes. We can't wait to see you there!

Friday, May 31       | 5:00 PM - 8:00 PM

Friday, June 7       | 5:00 PM - 8:00 PM

Friday, June 28     | 5:00 PM - 8:00 PM

Friday, July 5        | 5:00 PM - 8:00 PM

Friday, July 26       | 5:00 PM - 8:00 PM

This is a free event open to all guests

Seating is first come first serve

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Sunset Concert Series July 5

July 5, 2024

5:00PM - 8:00PM - Tasting Room at Grand Hall

Get ready to immerse yourself in the rhythm of the season with our Sunset Concert Series. Select first and last Friday from May through September, we're bringing live music to the Grand Hall Tasting Room. Embrace the good vibes as you savor your favorite wines, with extended tasting room hours just for you.

Live Music & Unforgettable Evenings
From 5 to 8 PM, experience an eclectic mix of musical talents that will set the perfect backdrop for your evening. Whether you're a jazz enthusiast, a lover of classical melodies, or a fan of acoustic tunes, our lineup has something special for every music aficionado.

Wine & Dine Under the Stars
Our extended hours mean more time to indulge in our exquisite wine selection. Pair your favorite bottle with a stunning sunset and the company of friends and fellow music lovers.

The Perfect Setting at the Grand Hall Tasting Room
Nestled in a picturesque setting, the Grand Hall Tasting Room offers the ideal ambiance for relaxation and enjoyment. Unwind, sip, and sway to the melodies as the sun dips below the horizon.

Mark your calendars and don't miss out on these magical evenings filled with music, wine, and the best of vibes. We can't wait to see you there!

Friday, May 31       | 5:00 PM - 8:00 PM

Friday, June 7       | 5:00 PM - 8:00 PM

Friday, June 28     | 5:00 PM - 8:00 PM

Friday, July 5        | 5:00 PM - 8:00 PM

Friday, July 26       | 5:00 PM - 8:00 PM

This is a free event open to all guests

Seating is first come first serve

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Sunset Concert Series June 28

June 28, 2024

5:00PM - 8:00PM - Tasting Room at Grand Hall

Get ready to immerse yourself in the rhythm of the season with our Sunset Concert Series. Select first and last Friday from May through September, we're bringing live music to the Grand Hall Tasting Room. Embrace the good vibes as you savor your favorite wines, with extended tasting room hours just for you.

Live Music & Unforgettable Evenings
From 5 to 8 PM, experience an eclectic mix of musical talents that will set the perfect backdrop for your evening. Whether you're a jazz enthusiast, a lover of classical melodies, or a fan of acoustic tunes, our lineup has something special for every music aficionado.

Wine & Dine Under the Stars
Our extended hours mean more time to indulge in our exquisite wine selection. Pair your favorite bottle with a stunning sunset and the company of friends and fellow music lovers.

The Perfect Setting at the Grand Hall Tasting Room
Nestled in a picturesque setting, the Grand Hall Tasting Room offers the ideal ambiance for relaxation and enjoyment. Unwind, sip, and sway to the melodies as the sun dips below the horizon.

Mark your calendars and don't miss out on these magical evenings filled with music, wine, and the best of vibes. We can't wait to see you there!

Friday, May 31       | 5:00 PM - 8:00 PM

Friday, June 7       | 5:00 PM - 8:00 PM

Friday, June 28     | 5:00 PM - 8:00 PM

Friday, July 5        | 5:00 PM - 8:00 PM

Friday, July 26       | 5:00 PM - 8:00 PM

This is a free event open to all guests

Seating is first come first serve

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Sunset Concert Series June 7

June 7, 2024

5:00PM - 8:00PM - Tasting Room at Grand Hall

Get ready to immerse yourself in the rhythm of the season with our Sunset Concert Series. Select first and last Friday from May through September, we're bringing live music to the Grand Hall Tasting Room. Embrace the good vibes as you savor your favorite wines, with extended tasting room hours just for you.

Live Music & Unforgettable Evenings
From 5 to 8 PM, experience an eclectic mix of musical talents that will set the perfect backdrop for your evening. Whether you're a jazz enthusiast, a lover of classical melodies, or a fan of acoustic tunes, our lineup has something special for every music aficionado.

Wine & Dine Under the Stars
Our extended hours mean more time to indulge in our exquisite wine selection. Pair your favorite bottle with a stunning sunset and the company of friends and fellow music lovers.

The Perfect Setting at the Grand Hall Tasting Room
Nestled in a picturesque setting, the Grand Hall Tasting Room offers the ideal ambiance for relaxation and enjoyment. Unwind, sip, and sway to the melodies as the sun dips below the horizon.

Mark your calendars and don't miss out on these magical evenings filled with music, wine, and the best of vibes. We can't wait to see you there!

Friday, May 31       | 5:00 PM - 8:00 PM

Friday, June 7       | 5:00 PM - 8:00 PM

Friday, June 28     | 5:00 PM - 8:00 PM

Friday, July 5        | 5:00 PM - 8:00 PM

Friday, July 26       | 5:00 PM - 8:00 PM

This is a free event open to all guests

Seating is first come first serve

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Live Music at Trump Winery!

June 16, 2023

5:00PM - 8:00PM - Tasting Room at Grand Hall

Join us for an evening with the musical talents of Eric Wayne Band's acoustic duo! Sip our award-winning wines on the terrace enjoying the beautiful vineyard views and signature southern sounds of this dynamic duo. Our tasting room and kitchen will stay open for wine and food purchases throughout this event. 

Friday, June 16, 2023 from 5:00 PM - 8:00 PM!

This is a free event open to all guests

Seating is first come first serve

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Reserve Tasting

July 22, 2023

1:30PM - 2:30PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Reserve Tasting

July 9, 2023

2:00PM - 3:00PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Reserve Tasting

June 24, 2023

1:30PM - 2:30PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Reserve Tasting

May 13, 2023

1:30PM - 2:30PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Reserve Tasting

May 27, 2023

1:30PM - 2:30PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Reserve Tasting

April 29, 2023

1:30PM - 2:30PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Reserve Tasting

April 22, 2023

1:30PM - 2:30PM - Grand Hall Tasting Room

Join us for an in-depth expanded tasting experience with a dedicated wine steward at the Grand Hall Tasting Room. The tasting will include six pours of our award-winning wines. This experience is limited to guests 21 & over only.

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Mother’s Day Brunch

May 12, 2024

12:00AM - 11:59PM - Grand Hall Tasting Room

SAVE THE DATE!

Sunday, May 12, 2024

10:00 AM – 1:00 PM

Trump Winery is welcoming you and your family to an exquisite Mother's Day Brunch that promises to pamper your mom with the finest wines and gourmet cuisine. Save the date to celebrate the most special woman in your life amidst the serene beauty of our vineyards.

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Mother’s Day Brunch

May 14, 2023

10:00AM - 12:00PM - Grand Hall Tasting Room

Trump Winery is welcoming you and your family to celebrate Mother’s Day with a lovely brunch designed to pair with our award-winning wines! With outdoor seating in the most stunning spaces, the Grand Hall is the perfect venue for a morning of great wine, food, and celebration. Click here to view the menu.

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Food Truck: Otto Turkish Street Food

March 25, 2023

12:00PM - 4:00PM - Grand Hall Tasting Room

Join us at the Tasting Room where Otto Turkish Street Food will be on-site serving up their delicious kebabs, wraps, and sandwiches!

Available from 12pm - 4pm.

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Love is Blind Tasting Experience

February 13, 2023

11:00AM - 3:30PM - Grand Hall Tasting Room

Love is Blind is an exciting event for wine enthusiasts and connoisseurs alike. This unique experience will challenge your taste buds and test your ability to identify different wines. The event will feature a blind tasting of wines in black wine glasses, so you won't be able to see the wine before you taste it. The goal is to discover how our perception of taste can be affected by sight and to experience the true essence of wine.

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Love is Blind Tasting Experience

February 12, 2023

11:00AM - 3:30PM - Grand Hall Tasting Room

Love is Blind is an exciting event for wine enthusiasts and connoisseurs alike. This unique experience will challenge your taste buds and test your ability to identify different wines. The event will feature a blind tasting of wines in black wine glasses, so you won't be able to see the wine before you taste it. The goal is to discover how our perception of taste can be affected by sight and to experience the true essence of wine.

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Valentine’s Day Vineyard Carriage Ride

February 12, 2023

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate your loved one with a sparkling toast on a romantic horse-drawn carriage ride. Get cozy under blankets and sip to your love while taking in the picturesque views at Trump Winery. This unique Valentine’s Day experience will create memories you and your loved ones will enjoy for years to come.

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Valentine’s Day Vineyard Carriage Ride

February 11, 2023

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate your loved one with a sparkling toast on a romantic horse-drawn carriage ride. Get cozy under blankets and sip to your love while taking in the picturesque views at Trump Winery. This unique Valentine’s Day experience will create memories you and your loved ones will enjoy for years to come.

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Holiday Market 12/2-12/4

December 4, 2022

11:00AM - 5:00PM - Grand Hall Tasting Room

Join us Friday, December 2nd through Sunday, December 4th for a weekend of merriment! Finish up your holiday shopping, and enjoy mulled cider samples, Debrand chocolate samples, a stocking stuffer station and food specials. Plus, special appearance by local artist, Christopher Mize and photos with Santa!

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

    

Reservations not required.

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Holiday Market 12/2-12/4

December 3, 2022

11:00AM - 5:00PM - Grand Hall Tasting Room

Join us Friday, December 2nd through Sunday, December 4th for a weekend of merriment! Finish up your holiday shopping, and enjoy mulled cider samples, Debrand chocolate samples, a stocking stuffer station and food specials. Plus, special appearance by local artist, Christopher Mize and photos with Santa!

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

    

Reservations not required.

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Holiday Market 12/2-12/4

December 2, 2022

11:00AM - 5:00PM - Grand Hall Tasting Room

Join us Friday, December 2nd through Sunday, December 4th for a weekend of merriment! Finish up your holiday shopping, and enjoy mulled cider samples, Debrand chocolate samples, a stocking stuffer station and food specials. Plus, special appearance by local artist, Christopher Mize and photos with Santa!

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

      

Reservations not required.

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Vineyard Wonderland Carriage Rides

December 29, 2022

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 9th Annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This special opportunity to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $160 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- A special wine flight to enjoy at the Tasting Room *


Carriage Rides will begin and end at the Chapel located near the winery tasting room (385 Albemarle House Drive).  Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. You will receive an email the week before the event with final instructions and additional information. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable

*Guests 21 and over. 

DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

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Vineyard Wonderland Carriage Rides

December 18, 2022

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 9th Annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This special opportunity to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $160 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- A special wine flight to enjoy at the Tasting Room *


Carriage Rides will begin and end at the Chapel located near the winery tasting room (385 Albemarle House Drive).  Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. You will receive an email the week before the event with final instructions and additional information. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable

*Guests 21 and over. 

DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

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Vineyard Wonderland Carriage Rides

December 17, 2022

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 9th Annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This special opportunity to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $160 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- A special wine flight to enjoy at the Tasting Room *


Carriage Rides will begin and end at the Chapel located near the winery tasting room (385 Albemarle House Drive).  Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. You will receive an email the week before the event with final instructions and additional information. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable

*Guests 21 and over. 

DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

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Vineyard Wonderland Carriage Rides

December 11, 2022

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 9th Annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This special opportunity to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $160 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- A special wine flight to enjoy at the Tasting Room *


Carriage Rides will begin and end at the Chapel located near the winery tasting room (385 Albemarle House Drive).  Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. You will receive an email the week before the event with final instructions and additional information. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable

*Guests 21 and over. 

DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

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Vineyard Wonderland Carriage Rides

December 4, 2022

12:00PM - 4:00PM - Trump Winery Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 9th Annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This special opportunity to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $160 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- A special wine flight to enjoy at the Tasting Room *


Carriage Rides will begin and end at the Chapel located near the winery tasting room (385 Albemarle House Drive).  Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. You will receive an email the week before the event with final instructions and additional information. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable

*Guests 21 and over. 

DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

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Vineyardside Theatre: The Importance of Being Earnest

June 4, 2022

7:30PM - 9:00PM - Pavilion

Trump Winery presents The Importance of Being Earnest by Oscar Wilde. Performances will be held Friday, June 3rd and Saturday, June 4th at 7:30pm outside on the Pavilion Patio.

Enjoy Oscar Wilde’s comedy of manners on our beautiful Willow Lawn while the summer sun sets over the mountains. You’ll be surrounded by stunning views of the lake and vines as you laugh at this hilarious story of love, deception, and misadventure by the James River Theatre Company.

Enhance your evening with a gourmet picnic for two! (preorder only)  Picnics can be ordered in advance by visiting this link: Summer Picnic for Two. Snacks and wine by the glass and bottle will be available for purchase. No outside food or beverage is allowed.

Please bring your own lawn chairs or blankets. Tickets are general admission, and seating locations are first-come, first serve. The performance will be moved inside in the case of inclement weather.

This is a virtual ticketed event. Upon arrival, you will be checked in and do not need a physical ticket. 

Cancellations under 48 hours are non-refundable.

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Vineyardside Theatre: The Importance of Being Earnest

June 3, 2022

7:30PM - 9:00PM - Pavilion

Trump Winery presents The Importance of Being Earnest by Oscar Wilde. Performances will be held Friday, June 3rd and Saturday, June 4th at 7:30pm outside on the Pavilion Patio.

Enjoy Oscar Wilde’s comedy of manners on our beautiful Willow Lawn while the summer sun sets over the mountains. You’ll be surrounded by stunning views of the lake and vines as you laugh at this hilarious story of love, deception, and misadventure by the James River Theatre Company.

Enhance your evening with a gourmet picnic for two! (preorder only)  Picnics can be ordered in advance by visiting this link: Summer Picnic for Two. Snacks and wine by the glass and bottle will be available for purchase. No outside food or beverage is allowed.

Please bring your own lawn chairs or blankets. Tickets are general admission, and seating locations are first-come, first serve. The performance will be moved inside in the case of inclement weather.

This is a virtual ticketed event. Upon arrival, you will be checked in and do not need a physical ticket. 

Cancellations under 48 hours are non-refundable.

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Mother’s Day Brunch

May 8, 2022

10:00AM - 12:00PM - Tasting Room at Grand Hall

Celebrate Mother's Day with a lovely brunch at the Grand Hall at Trump Winery featuring gourmet cuisine and award-winning wines.  With a stunning, panoramic view of our 227 acres of vines, the Grand Hall is the perfect venue for an afternoon of great wine, food, and to celebrate mom!  Families of all sizes are welcome. There will be open seating throughout the space set for various size groups based on how tickets are purchased (ie. if you purchase four tickets, a table for four will be available for you). 

Seatings will be available at 10am, 10:30am, 11am, 11:30am, 12pm.

Tickets are $75 per person; $60 for children 12 and under and include:

-Welcome mimosa or glass of our award-winning Blanc de Blanc* 

-Buffet brunch; view menu here

-Meal and taxes

*guests 21 and older

Additional wine available for purchase by the glass and bottle.

Advanced reservations required. Ample indoor seating available in the event of inclement weather.

This is a virtual ticketed event. You will be checked in upon arrival and do not need a physical ticket. 

Cancellations under 48 hours are non-refundable.

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Monticello Wine Trail Sparkling Brunch

May 1, 2022

10:00AM - 12:00PM - Tasting Room at Grand Hall

Join us Sunday, May 1st for the 5th annual Taste of Monticello Wine Trail Sparkling Brunch. Enjoy a delicious menu specifically designed to pair with the amazing sparkling wines from across the Monticello Wine Trail. Meet the winemakers and learn about what makes their sparkling wine unique.

Participating Wineries: Afton Mountain Vineyards, Horton Vineyards, King Family Vineyards, Mt. Ida Tasting Room and Tap House, Trump Winery, Valley Road Vineyards, Veritas Vineyard & Winery, Wisdom Oak

Tickets are $55/ per person and include: food, tasting passport to receive a sample pour (approx. 1.5 ounce) of each wine, all taxes. Advanced reservations are required. This is a virtual ticket and your name will be on a list at check-in. 

Menu:

Oysters on the half shell by Salty Bottom Blue Oyster Company*

Caviar (American white sturgeon), blini, crème fraiche*

Smoked salmon, hardboiled egg, shallot, caper, tomato

Waffle, maple syrup, berries

Quiche

Edwards country ham

Miniature petit four assortment

*three per person


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Riedel Performance Tasting

June 27, 2022

5:30PM - 7:00PM - Tasting Room at Grand Hall

BACK BY POPULAR DEMAND!

Did you know that the shape and size of your glass can affect how you experience a wine? Join us for an informative session with Riedel Crystal Representative, Susan Durbow. She will be on-site to guide you through a special tasting of four Trump wines and will discuss the effect the varietal-specific glasses have on their aromas and taste.

Each ticket includes a tasting of 2016 Blanc de Noir, 2021 Sauvignon Blanc, 2019 Chardonnay Reserve, and 2017 New World Reserve along with some light bites. The set of the four Riedel glasses showcased during the event is yours to take home – a $138 value!

This event will take place in the Grand Hall at Trump Winery. Advanced reservations required. This is a virtual ticketed event. You will be checked in upon arrival and do not need a physical ticket. Check-in begins 30 minutes before the event starts.

Cancellations under 48 hours are non-refundable. Taxes not included.

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Baroque Ensemble Concert at the Chapel

May 13, 2022

6:00PM - 7:00PM - Trump Winery Chapel

Trump Winery presents Three Notch'd Road: The Virginia Baroque Ensemble featuring a period instrument performance by Fiona Hughes on the baroque violin and Adam Cockerham on the lute and theorbo. Join us for a rare opportunity to enjoy live music in our gorgeous Chapel.

The program will feature Heinrich Biber's (1644-1704) mystery sonatas alongside the well-known "Sonata Representativa," in which instruments imitate the sound of birds, frogs, cats, and other animals.

The concert will be performed at 6:00pm on Friday, May 13th, and will feature a Q & A with the musicians following the performance. Concertgoers will also enjoy exclusive after-hours access to our Tasting Room until 6:00pm where they can enjoy our seasonal menu and award-winning wines as the sun sets over the vineyards.

Named for a colonial route through central Virginia, Three Notch’d Road: The Virginia Baroque Ensemble specializes in the performance of historical repertoires from both sides of the Atlantic. Their musicianship is founded on a vigorous historical approach, offering little-known music of the baroque as well as incisive performances of well-known favorites.

Three Notch’d Road has appeared at the Waterford Concert Series, the Ewell Concert Series at The College of William & Mary, Shenandoah University’s Bach-Handel Festival, the Boston Early Music Festival Fringe Concert Series, and the Tuesday Concert Series at Church of the Epiphany in Washington, DC. They have collaborated twice with the University of Virginia Chamber Singers under the direction of Michael Slon, most recently in a concert version of Purcell’s Dido and Aeneas. In 2016, Three Notch’d Road was featured on the prestigious Music at Dumbarton Oaks concert series, and in 2013, they presented the music of Salamone Rossi at the Italian Embassy (both in Washington, DC).

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Governor’s Cup Celebration 2/24 - 2/26

February 24, 2023

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us in a toast to the golds! We'll be celebrating our five gold medal winning wines from this year's Governor's Cup: 2021 Sauvignon Blanc, 2019 New World Reserve, 2017 Blanc de Blanc, 2016 Blanc de Noir, and 2016 Sparkling Reserve. Sample the golds with our limited-edition Governor's Cup Gold Medal Tasting Flight and Governor’s Cup Gold Medal Bundle.

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Governor’s Cup Case Celebration 3/25-3/27

March 25, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us in a toast to the golds! All weekend long, we'll be celebrating our four gold medal winning wines from this year's Governor's Cup: 2016 Blanc de Blanc, 2015 Sparkling Rosé, 2015 Sparkling Reserve (Cup Case Winner!), and 2019 New World Reserve (pre-release!). Sample the golds with our limited-edition Governor's Cup Gold Medal Tasting Flight and Governor’s Cup Gold Medal Bundle.

Salty Bottom Blue will be onsite serving their delicious fresh raw and grilled oysters, the perfect pairing for our award-winning wines from 11am-5pm.

Free gift with purchase! Receive one complimentary stemless Trump flute when you purchase a bottle of our 2015 Sparkling Reserve. (Offer available in the Tasting Room only.)

Can't make it this weekend? Sample the golds with our Governor's Cup Gold Medal Bundle - 25% OFF this weekend only! Order online here.

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Salty Bottom Blue Oysters

February 26, 2023

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

February 25, 2023

12:00AM - 11:59PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

March 11, 2023

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

March 5, 2023

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

November 13, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

October 30, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

October 9, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

September 24, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Early Cheeseburger Day Celebration

September 17, 2022

11:00AM - 4:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room to celebrate National Cheeseburger Day, a day early! Martin's Grill food truck will be on-site serving up delicious cheeseburgers, a perfect pairing for our red wines.

Available all day from 11am-4pm. Reservations not required.

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Salty Bottom Blue Oysters

September 4, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

August 14, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

July 31, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

July 10, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

May 1, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

April 3, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

June 26, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

June 12, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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Salty Bottom Blue Oysters

May 22, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Join us at the Tasting Room where Salty Bottom Blue will be on-site serving up their fresh raw and grilled oysters, the perfect pairing for our award-winning wines! 

Available all day from 11am-5pm.

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February 2nd - 13th Tasting Flights

February 3, 2023

11:00AM - 5:00PM - Tasting Room at Grand Hall

Bring your Valentine or Galentine to the Tasting Room this month to sample our special February Tasting flights: Wine & Truffles or Bubbly & Macarons. Or indulge in both!

Four 1.5oz pours paired with 4 truffles or macarons - $35 (includes souvenir Riedel glass)

Four 3oz pours paired with 4 truffles or macarons - $45 (includes souvenir Riedel glass)

Purchase a second souvenir glass for $10. Offered daily Wednesday-Monday from 11am-5pm. No reservations necessary.

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February 9th-28th Tasting Flights

February 9, 2022

11:00AM - 5:00PM - Tasting Room at Grand Hall

Bring your Valentine or Galentine to the Tasting Room this month to sample our special February Tasting flights!

Divine Chocolate and Wine Tasting Flight: Artisan chocolate perfectly paired with Trump wines

Be Mine with Bubbles: Four French macarons perfectly paired with Trump Sparkling wines

Each tasting flight is $38 and includes one souvenir glass. Offered daily Wednesday-Monday from 11am-5pm. No reservations necessary.

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4th Annual Rosé 5K

April 24, 2022

10:00AM - 12:00PM - Trump Winery Pavilion

Run (or walk!) for a reason! Participate in the 4th annual Rosé 5K to support St. Jude Children’s Research Hospital. 100% of proceeds will be donated to this amazing cause! As a race participant, you'll be taking an important step toward finding cures and saving children battling cancer and other deadly diseases. Through the generous support of people like you, families never receive a bill from St. Jude for treatment, travel, housing and food—because all a family should worry about is helping their child live.

This event is the perfect pairing for runners and wine lovers alike. Here's your chance to run or walk an exclusive 5K at the largest vineyard in Virginia. The race will take you though our breathtakingly beautiful 1,300 acre estate and 227 acres of vines. Then top your morning off with a glass of our Rosé at our exclusive finish line party at the Trump Winery Pavilion.

Registration is extremely limited with only 200 spots available.

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Vineyard Wonderland: Valentine’s Edition

February 13, 2022

12:00PM - 4:00PM - Trump Winery Chapel

The sold out holiday event is back for Valentine’s Day!

Celebrate Valentine's Day with your loved one by taking a romantic horse-drawn carriage ride through our scenic Vineyard Wonderland! Our nearly 1,300 picturesque acres will be on display for our 6th annual Vineyard Wonderland: Valentine’s Edition. It's sure to put you in the Valentine's spirit!


Each ticket is $150 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- Wine* and chocolate pairing to enjoy at the Tasting Room 

- Warm Cru* spiced apple cider cocktail during the ride


Carriage Rides will begin and end at the winery Chapel. Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. An email with final instructions will be sent out during the week prior to the event. Tickets are available online and in the Tasting Room. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable.


DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

 

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Vineyard Wonderland: Valentine’s Edition

February 12, 2022

12:00PM - 4:00PM - Trump Winery Chapel

The sold out holiday event is back for Valentine’s Day!

Celebrate Valentine's Day with your loved one by taking a romantic horse-drawn carriage ride through our scenic Vineyard Wonderland! Our nearly 1,300 picturesque acres will be on display for our 6th annual Vineyard Wonderland: Valentine’s Edition. It's sure to put you in the Valentine's spirit!


Each ticket is $150 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- Wine* and chocolate pairing to enjoy at the Tasting Room 

- Warm Cru* spiced apple cider cocktail during the ride


Carriage Rides will begin and end at the winery Chapel. Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. An email with final instructions will be sent out during the week prior to the event. Tickets are available online and in the Tasting Room. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable.


DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

 

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Holiday Market

December 20, 2021

11:00AM - 5:00PM - Trump Winery Tasting Room at Grand Hall

Join us for a weekend of merriment and finish up your holiday shopping! Enjoy mulled Cru cider samples, coffee by Blue Ridge Coffee Crafters, Debrand chocolate samples, food specials, and more! Plus, special appearance by local artist, Christopher Mize.

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

Reservations not required. Plan your visit. 

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Holiday Market

December 19, 2021

11:00AM - 5:00PM - Trump Winery Tasting Room at Grand Hall

Join us for a weekend of merriment and finish up your holiday shopping! Enjoy mulled Cru cider samples, coffee by Blue Ridge Coffee Crafters, Debrand chocolate samples, food specials, and more! Plus, special appearance by local artist, Christopher Mize.

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

Reservations not required. Plan your visit. 

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Holiday Market

December 18, 2021

12:00AM - 11:59PM - Trump Winery Tasting Room at Grand Hall

Join us for a weekend of merriment and finish up your holiday shopping! Enjoy mulled Cru cider samples, coffee by Blue Ridge Coffee Crafters, Debrand chocolate samples, food specials, and more! Plus, special appearance by local artist, Christopher Mize.

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

Reservations not required. Plan your visit. 

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Holiday Market

December 17, 2021

11:00AM - 5:00PM - Trump Winery Tasting Room at Grand Hall

Join us for a weekend of merriment and finish up your holiday shopping! Enjoy mulled Cru cider samples, coffee by Blue Ridge Coffee Crafters, Debrand chocolate samples, food specials, and more! Plus, special appearance by local artist, Christopher Mize.

Shop our assortment of wine, curated bundles, apparel, and more to find the perfect gifts for everyone on your nice (or naughty) list!

Reservations not required. Plan your visit. 

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Holiday Photo Mini Sessions with Rob Garland

November 7, 2021

12:00AM - 11:59PM - Willow Lawn at Trump Winery

Join us for our Holiday Photo Mini Session with Photographer Rob Garland. Perfect for your holiday card, our mini sessions are an exclusive opportunity to have your family photo taken in a horse-drawn carriage with a spectacular vineyard and lakeside backdrop at Trump Winery.   

$149 per 10-minute session; package includes:

 - 10-minute mini session with a horse and carriage for up to 8 people* with Charlottesville photographer, Rob Garland.

*Please note that the carriage can accommodate 4 people inside

 - Digital file of 3-5 images available for download

 - Additional portrait options will be available for purchase afterward

 

 

Photography sessions will take place on the Willow Lawn lakeside behind the Trump Winery Pavilion. Please arrive no later than 10 minutes in advance of your session time.  Reservations required. Late arrivals may not be accommodated.

This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable.

DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled session. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.

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10th Anniversary Celebration Weekend

October 3, 2021

11:00AM - 5:00PM - The Tasting Room at Grand Hall

Join us for a day of music, food, and fun as we celebrate our 10th Anniversary all weekend long, and the official Grand Opening of our new Tasting Room at The Grand Hall!

Admission is free. 106 Street Food truck will be available for purchase from 11am-3pm. Live music from Tara Mills Band will be provided from 12pm-3pm.

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10th Anniversary Celebration Weekend

October 2, 2021

11:00AM - 5:00PM - The Tasting Room at Grand Hall

Join us for a day of music, food, and fun as we celebrate our 10th Anniversary all weekend long, and the official Grand Opening of our new Tasting Room at The Grand Hall!

Admission is free. 106 Street Food truck will be available for purchase from 11am-3pm. Live music from FarAway will be provided from 11am-2pm.

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10th Anniversary Celebration

October 1, 2021

7:00PM - 9:00PM - Grand Hall

We invite you to join us for a celebration on Friday, October 1st from 7pm to 9pm as we kick off our 10th anniversary month with an evening of award-winning wine and gourmet food pairings, music by Big Ray and the Kool Kats, and the official Grand Opening of our new Tasting Room at The Grand Hall. 

Tickets are $125 per person and include:

 - Passport to sample curated food and wine pairings, including Virginia Oysters with Blanc de Noir, Local Cheeses with Blanc de Blanc, Shrimp and Grits with Chardonnay, Braised Short Ribs with New World Reserve, and Artisan Chocolates with Cru or Meritage

 - Live music by Big Ray and the Kool Kats. Fun fact: Big Ray performed at the Trump Winery Grand Opening in 2011!

 - Exclusive pre-release wines and library wine offers

 - Self-guided tour of our new Tasting Room

- Cocktail Attire suggested

 

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Trump Winery 10th Anniversary Event

August 16, 2021

12:00AM - 11:59PM -

Trump Winery celebrates 10 years!

We invite you to join us for a celebration on Friday, October 1st as we kick off our anniversary month with an evening of award-winning wine and gourmet food pairings, music by Big Ray and the Kool Kats, and the official Grand Opening of our new Tasting Room at the Trump Grand Hall. 

Tickets are $125 per person and include:

  • Passport to sample curated food and wine pairings, including Virginia Oysters with Blanc de Noir, Local Cheeses with Blanc de Blanc, Shrimp and Grits with Chardonnay, and Braised Short Ribs with New World Reserve, and Artisan Chocolates with Cru or Meritage
  • Live music by Big Ray and the Kool Kats. Fun fact: Big Ray performed at the Trump Winery Grand Opening in 2011!
  • Exclusive pre-release wines and library wine offers
  • Silent Auction benefiting St. Jude Children’s Research Hospital
  • Self-guided tour of our new Tasting Room

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Riedel Wine Glass Tasting

July 22, 2021

5:30PM - 7:30PM - The Grand Hall

Did you know that the shape and size of your glass can affect how you experience a wine? Join us on July 22nd for an informative session with Riedel Crystal Representative Susan Durbow, who will be on-site to guide you through a special tasting of four Trump wines and discuss the effect the varietal-specific glasses have on their aromas and taste. Each ticket includes a tasting of 2020 Sauvignon Blanc, 2018 Chardonnay Reserve, 2017 Meritage, and 2017 New World Reserve along with some light bites. The set of four Riedel glasses showcased during the event is yours to take home ($138 value).

This event will take place in the Grand Hall at Trump Winery. Advanced reservations required.

This is a virtual ticketed event. You will be checked in upon arrival and do not need a physical ticket. Check-in begins 30 minutes before the event starts. 

Cancellations under 48 hours are non-refundable.

Taxes not included.


 

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7th Annual Race and Taste 5k

November 14, 2021

10:00AM - 12:00PM - Trump Winery Pavilion

Run for a reason!

Participate in our 7th Annual Race and Taste 5K to support St. Jude Children’s Research Hospital. 100% of net proceeds will be donated to finding cures and helping children battling cancer and other deadly diseases because all a family should worry about is helping their child live.

Not only does this race benefit a wonderful cause, but it's also the perfect pairing for runners and wine lovers alike! Here's your chance to run an exclusive 5K at the largest vineyard in Virginia, Trump Winery. The race will take you through our breathtakingly beautiful, nearly 1,300-acre estate and 227 acres of vines. Then top your morning run off at our exclusive finish line party at the Trump Winery Pavilion where you'll enjoy great entertainment and our award-winning wines.

Registration is extremely limited with only 200 spots available. Registration will close once sold out and is non-refundable or transferable.

 

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Vine to Wine Walking Tour: Sunset Edition

May 14, 2021

6:00PM - 7:00PM - Trump Winery

Enjoy a rare opportunity to join our Viticulturist, Joseph Geller, on a walking tour through a portion of our expansive 227 acres of vines. Joseph will discuss how Trump Winery’s terroir shapes the quality and flavor of our award-winning wines, as well as the past and future of our grape harvest and wine production. Guests 21 and older will sample four different wines made from the grapes in the vineyard blocks they walk through on the tour and learn about the Vine to Wine process as the sun sets over the Blue Ridge Mountains.

The walking tour will be approximately one mile long and will include varied surfaces and inclines in addition to standing for extended periods of time. Please wear comfortable shoes and dress accordingly for the weather.

The tour is limited to 25 guests and will be departing at 6:00pm.

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Vine to Wine Walking Tour

May 16, 2021

12:00AM - 11:59PM - Trump Winery

Enjoy a rare opportunity to join our Viticulturist, Joseph Geller, on a walking tour through a portion of our expansive 227 acres of vines. Joseph will discuss how Trump Winery’s terroir shapes the quality and flavor of our award-winning wines, as well as the past and future of our grape harvest and wine production. Guests 21 and older will sample four different wines made from the grapes in the vineyard blocks they walk through on the tour and learn about the Vine to Wine process.

The walking tour will be approximately one mile long and will include varied surfaces and inclines in addition to standing for extended periods of time. Please wear comfortable shoes and dress accordingly for the weather.

Two time slots are available: 11:00am and 1:00pm; limited to 25 guests each.

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2021 Governor’s Cup Case Winners Tasting

April 29, 2021

6:30PM - 8:30PM - Trump Winery Pavilion

For the first time, the Virginia Wineries Association will be holding a Governor’s Cup tasting for Virginia Wine fans on Thursday, April 29th from 6:30-8:30pm.

The program will begin with tasting the Best in Show Cider and light refreshments. Enjoy a sampling of hors d'oeuvres, including miniature chicken and waffles, crostini with goat cheese and mushrooms, a caprese skewer, prosciutto wrapped cantaloupe wedge, and a BLT tea sandwich.

Once guests are settled, we will begin the virtual tasting program of the 12 Governor’s Cup Case wines, including Trump Winery's 2014 Sparkling Reserve, using a souvenir logoed Riedel glass. Jay Youmans, Master of Wine and judging director for the competition, will serve as host and moderator. 

Guests can safely enjoy this exclusive event with the assurance of COVID-19 social distancing guidelines being met and extremely limited attendance.

We hope you'll join us at this exclusive opportunity to taste all of these wines together at Trump Winery.

Extremely limited seating available. Tickets are $95+ tax and are first-come, first-served.

Plus, an event exclusive discount- attendees receive 25% off purchases of the 2014 Sparkling Reserve. Discount available only during the event; $20 in savings!

To register for this event, click the reserve today button. Once the link opens, select "Register". On the next page, "Continue as Guest". At the bottom of the next page, fill out your information and select "Next". You will then choose Trump Winery as the location. To purchase an additional ticket, select "save and add additional attendee"; otherwise, complete registration.

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Valentine’s Wine Country Picnic

February 14, 2021

11:00AM - 3:00PM - Pavilion

Enjoy a romantic Valentine's Day picnic with your sweetheart in a picturesque vineyard and lakeside setting. This picnic for two includes a delicious assortment of gourmet items hand-selected to perfectly pair with our award-winning wines* and packaged to be enjoyed at the Trump Winery Pavilion with your choice of vineyard and lakeside seating on the lawn or in the socially distanced seating of our Pavilion.

 

Our Estate Country Picnic includes the following menu for two:

-Artisanal Cheese and Charcuterie Selection with Warm Baguette and Accoutrements

-Lobster Bisque

-Chilled Herb Crusted Filet Mignon on Tossed Greens

-Marinated and Grilled Vegetables with Aioli

-Gourmet Chocolate Dipped Strawberries

-Two Trump Winery Logo Commemorative Glasses

 

Price: $95.00

*Wine not included.

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Valentine’s Wine Country Picnic

February 13, 2021

11:00AM - 3:00PM - Pavilion

Enjoy a romantic Valentine's Day picnic with your sweetheart in a picturesque vineyard and lakeside setting.  This picnic for two includes a delicious assortment of gourmet items hand-selected to perfectly pair with our award-winning wines* and packaged to be enjoyed at the Trump Winery Pavilion with your choice of vineyard and lakeside seating on the lawn or in the socially distanced seating of our Pavilion.

 

Our Estate Country Picnic includes the following menu for two:

-Artisanal Cheese and Charcuterie Selection with Warm Baguette and Accoutrements

-Lobster Bisque

-Chilled Herb Crusted Filet Mignon on Tossed Greens

-Marinated and Grilled Vegetables with Aioli

-Gourmet Chocolate Dipped Strawberries

-Two Trump Winery Logo Commemorative Glasses

 

Price: $95.00

*Wine not included.

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Vineyard Wonderland: Valentine’s Edition - SOLD OUT

February 14, 2021

12:00PM - 4:00PM - Chapel

The sold-out holiday event is back for Valentine’s Day!

Celebrate Valentine's Day with your loved one and a romantic horse-drawn carriage ride through our Vineyard Wonderland! Our nearly 1,300 picturesque acres will be on display for our 5th annual Vineyard Wonderland: Valentine’s Edition. A horse-drawn carriage will take you on a scenic journey through our expansive vineyard. This rare occasion to experience the vineyard up close will surely put you in the Valentine spirit!

Each ticket is $140 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- Wine flight* of Blanc de Blanc, Chardonnay, and Meritage to enjoy at the Tasting Room 

- Warm Cru spiced apple cider cocktail


Carriage Rides will begin and end at the winery Chapel located at 100 Grand Cru Drive. Please arrive at the Chapel 10 minutes in advance of your scheduled time to ensure an on-time carriage departure. Tickets are available online or at the Tasting Room. Advanced reservations required. 


This is a virtual ticketed event. You will be checked in upon arrival and do not need a hard ticket. Cancellations under 48 hours are non-refundable.


DISCLAIMER: Please note that this event is directly affected by weather conditions. Inclement weather may cause postponement or cancellation of your scheduled ride. In the case of cancellation, Trump Winery will refund you in full. Thank you in advance for your understanding.


*guests 21 and over only. 

 

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Vineyard Wonderland: Carriage Rides at Trump Winery

December 11, 2021

12:00PM - 4:00PM - Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 8th annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This rare occasion to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $150 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- Wine flight* of Blanc de Blanc, Chardonnay, and Meritage to enjoy at the Tasting Room 

- Warm Cru spiced apple cider cocktail

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Vineyard Wonderland: Carriage Rides at Trump Winery

December 12, 2021

12:00PM - 4:00PM - Chapel

Celebrate the holiday season with a private horse-drawn carriage ride through our expansive vineyard at our 8th annual Vineyard Wonderland: Carriage Rides at Trump Winery. A horse-drawn carriage will take you on a scenic journey through our picturesque estate. This rare occasion to experience the vineyard up-close will surely put you in the holiday spirit!


Each ticket is $150 for a 20-minute carriage ride and can accommodate up to four guests per ride.

Your ticket includes:

- A twenty-minute carriage ride for 1- 4 guests

- Wine flight* of Blanc de Blanc, Chardonnay, and Meritage to enjoy at the Tasting Room 

- Warm Cru spiced apple cider cocktail

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Winemaker-Led New World Reserve Vertical Tasting

- - The Grand Hall

Sample five different vintages of our signature, award-winning Bordeaux blend, New World Reserve, side by side in a special wine tasting led by our Winemaker, Jonathan Wheeler.

This vertical tasting includes:

New World Reserve 2013

New World Reserve 2014

New World Reserve 2015

New World Reserve 2016 - Current vintage

New World Reserve 2017 – Limited release

Guests will also have the opportunity to taste our pre-release 2019 vintage straight from the barrel.  New World Reserve 2013-2017 will be available for purchase by the bottle at the conclusion of the tasting.

Advanced reservations required.

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Valentine’s Day Winefest

- - 11620 Monument Drive, Fairfax, VA 22030
Free wine tasting to the public 
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