Our Spring Oyster Crawl has been canceled

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Our Spring Oyster Crawl which was scheduled for April 18 & 19 has been canceled in accordance with Virginia’s COVID-19 safety guidelines. Stay safe everyone and please mark your calendars for our Fall Oyster Crawl on Nov. 14 & 15!

Trail Wineries

Eight premiere wineries 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.

Get Directions

(540) 413-6454

General’s Ridge Vineyard

This historic 150+ year-old estate has 3 tasting and event rooms, and 2 short term rental homes.

Get Directions

804-472-3172

Good Luck Cellars

Join us for Friday Wine Down, bring your supper and enjoy a bottle of our wine on our porch!

Get Directions

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.

Get Directions

804-224-8687

Jacey Vineyards

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

Get Directions

804-580-4053

Rivah Vineyards at the Grove

The Trail’s newest member, opening in Nov. 2019! Rivah Vineyards at the Grove offers 125 scenic acres of farm, woods and riverfront on the Yeocomico River.

Get Directions

757-621-0168

The Dog and Oyster

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

Get Directions

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.

Get Directions

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

Spring Oyster Crawl – CANCELED

Our Spring Oyster Crawl has been canceled in accordance with Virginia’s COVID-19 guidelines. We look forward to seeing you instead for our Fall Oyster Crawl on Nov. 14 and 15.

View more events >

Photo courtesy Stratford Hall