gold cup wine bar

Enjoying a sophisticated ambiance and fabulous setting, Gold Cup Wine Bar is a relaxing venue for drinks, cocktails and delicious fare. Served throughout the day and evening, Gold Cup offers guests delectable menu options, the best of Virginia’s wines, signature cocktails and much more. Our new sushi menu is available Thursday - Sunday, for lunch and dinner. Dogs are welcome on our outdoor terrace daily.

Join us every Sunday 2:00 p.m. - 4:00 p.m. for complimentary tastings from our Winery of the Month.

Hours: Open Daily 11:00 a.m. - 12:00 a.m.

Seating is on a first-come, first-serve basis. For additional information, please call 540.326.4070.


Sunday Funday has been redefined with our weekly event! From 4:00 p.m. - 7:00 p.m., enjoy our sensational views, feast on our fresh al fresco menu, spoil yourself with our seasonal beverages and take in the sounds of an acoustic guitar all while enjoying the summer sun on our terrace. Performances include hometown artists to professional recording artists from Nashville, TN. 


Our dog-friendly event returns May 15! Join us every Tuesday from 5:00 p.m. - 7:00 p.m. to treat your dog and yourself to Yappy Hour! Watch as your pooch tests their skills in the obstacle course while you indulge in the special ‘Sharable Chow’ menu including Dog Collars (housemade onion rings with truffle aioli) and refreshing Pup-tail Menu with our Spicy Pup-arita with Blanco tequila. A portion of the proceeds are donated to the Middleburg Humane Foundation. 


When the weather is beautiful, there is nothing better than a picnic. Pick your pleasure from our new picnic menu and enjoy a day exploring the countryside or wine tasting at our surrounding vineyards.