COVID-19 Updates

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Please 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.

Map of Virginia Inset
Caret Cellars

Caret Cellars is a place where locals and tourists can meet, drink wine and relax in a friendly environment.

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(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.

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(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.

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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.

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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.

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Jacey Vineyards

Located on Mill Creek, visit us by boat or car.  Anchor out or stay in a Villa.

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Rivah Vineyards at the Grove

Rivah Vineyards at the Grove offers 125 scenic acres of farm, woods and riverfront on the Yeocomico River.

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The Dog and Oyster

Home of the world’s largest corkscrews and the Virginia Wine and Oyster Classic.

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Vault Field Vineyards

Located on historic Vault Field Farm near the town of Kinsale, in the heart of Virginia’s Northern Neck.

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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.

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Photo courtesy Stratford Hall