COVID-19 Updates
Learn morePlease visit our COVID-19 page to view updates and current policies from all Trail wineries, including our newest member Ditchley Cider Works.
Trail Wineries
Nine premiere members located in Virginia’s Chesapeake Bay wine region, which encompasses the Northern Neck and Middle Peninsula of Virginia.
Click on the map icons or the list below to view more information.
Caret Cellars
Caret Cellars is a place where locals and tourists can meet, drink wine and relax in a friendly environment.
(540) 413-6454
Ditchley Cider Works & Farm
Ditchley is a waterfront 1752 Lee family working farm with cidery, tasting room & B&B. Our ciders and meats/products are sold onsite & online.
(757) 710-2890
General’s Ridge Vineyard
This historic 150+ year-old estate has 3 tasting and event rooms, and 2 short term rental homes.
804-472-3172
Good Luck Cellars
Our Friday Wine Down and Sangria Sundays have been suspended until further notice due to COVID-19 restrictions. Feel free to join us on the porch and enjoy a bottle of our wine while admiring the expansive view of the vineyard and our Grape Vine Patrol Squad.
804-435-1416
Ingleside Vineyards
One of the oldest and largest wineries in Virginia. Our European-style courtyard is perfect for a glass of wine and picnic lunch.
804-224-8687
Jacey Vineyards
Located on Mill Creek, visit us by boat or car. Anchor out or stay in a Villa.
804-580-4053
Rivah Vineyards at the Grove
Rivah Vineyards at the Grove offers 125 scenic acres of farm, woods and riverfront on the Yeocomico River.
804-599-8552
The Dog and Oyster
Home of the world’s largest corkscrews and the Virginia Wine and Oyster Classic.
804-438-9463
Vault Field Vineyards
Located on historic Vault Field Farm near the town of Kinsale, in the heart of Virginia’s Northern Neck.
804-472-4430
Area Attractions
Activities & Events
Tours & Tastings
Sample award-winning varietals, learn pairing tips, or enjoy tours of winemaking facilities. Bring a picnic and your friends. Days and time vary by winery (view their schedules). Also, check out our limited-edition Tasting Pass to enjoy a free tasting at each winery on the Trail!
Photo courtesy Stephanie Campbell
Upcoming Events
Fall Oyster Crawl – Nov. 14 & 15, 2020
Join us for a beautiful fall weekend of wine & oyster pairings throughout the Trail! Be sure to “Like” our Facebook page for updates leading up to the event.
Photo courtesy Stratford Hall