Our Mission

Trump Winery will create the finest, award-winning wines and delight guests with unforgettable experiences, stunning venues, and unparalleled services. We will be a steward of the land, ambassadors for Virginia wine, and a leader in the wine and hospitality industries. Trump Winery is dedicated to supporting St. Jude Children’s Research Hospital and other worthy causes in our community and nationwide.

Benefits and Perks

Named one of the ‘Best places to work in Charlottesville’ —Scoutology 2018


At Trump Winery, we believe that our staff is our greatest asset.  It takes the best effort of every person on our team to represent our products and services to the highest standards that we set. At Trump Winery, nothing but the best will do and that includes our staff! In return for your hard work and dedication, we are committed to providing benefits that support you and make this a great place to work.  

Benefits                    Giving Back Opportunities for You

*80% company paid medical premium with only a $1000 deductible.    

*80% company paid dental premium

*Paid time off to include: vacation, sick, and holiday.

*401(k) after one year.  

Generous wine, food, and merchandise discounts.

Travel discounts at Trump Hotels.

TicketsAtWork discounts, associate referral program and more!


Philanthropic giving is at the core of what we do.

We are proud that we've donated more than $350,000 to local and national charities since 2011.  

We also offer two paid team volunteer days throughout the year so we can all give back to our community we love so much.   

Educational opportunities are 
available throughout the year. 

Learn about wine, the wine
industry, winemaking
and viticulture with on and off
site monthly training.  

Wine certification reimbursement.

Open Positions

Customer Service Representative, Part-time Seasonal

Events Specialist, Full-time

Housekeeper, Full-time

Overnight Housekeeping and Guest Services Specialist, Full-time

Seasonal Vineyard Worker, Part-time Seasonal

Seasonal Warehouse Associate, Part-time Seasonal

Tasting Room Associate, Part-time

Vineyard Operator, Full-time

Wine Club Coordinator, Full-time