Fall Oyster Crawl 2023

Fall Oyster Crawl collage

Saturday & Sunday, Nov.  11 and 12, 2023

Join the wineries of the Chesapeake Bay Wine Trail for our 2023 Fall Oyster Crawl! Virginia is quickly becoming known as the “Oyster Capital of the East Coast.” A great way to enjoy the experience is with local wines & oyster pairings along the Chesapeake Bay Wine Trail. Each participating winery will be offering one or more delicious oyster dishes to pair with its wines. Several wineries will also feature live music.

Tickets are not required for this event. Normal wine tasting fees will apply at each winery and oysters will be available for purchase at market rates. We encourage you to check with participating wineries to learn more about their events, including hours and safety guidelines.

(Please note: This event takes place at individual wineries throughout the Trail. Event hours may vary by winery.)

The following wineries are confirmed to be participating:

Ditchley Cider Works

1571 Ditchley Road
Kilmarnock, VA 22482
(757) 710-2890
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Please note: Ditchley will participate on Sunday, Nov. 12th only.

Dates: Sunday, Nov. 12 from 11am-3pm
Description: Featuring oysters by Kellum’s Seafood.
Reservations: Reservations are not required but can be made by submitting an email to [email protected].

Dog and Oyster logo

The Dog and Oyster Micro-Vineyard

Located at the Hope & Glory Inn
65 Tavern Rd
Irvington, VA 22480
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Dates: Friday, Nov 10 (2-6pm), Saturday Nov 11 (12-6pm) and Sunday, Nov 12 (12-5pm)
Description: Featuring several styles of oysters, including Raw Oysters, Roasted Oysters and Dessert Oysters (a Dog and Oyster exclusive), all prepared by Chef Meseret from the Hope & Glory Inn. Bloody Mary Oyster Shooters also available.

General’s Ridge Vineyard

1618 Weldons Dr
Hague, VA 22469
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Dates: Saturday, Nov. 11 from 12-6pm & Sunday, Nov. 12 from 12-5pm
Description: Featuring Buttered Oysters (with garlic, cheese, bread crumbs and herbs) and Oysters made with “North Carolina BBQ sauce”, as well as BBQ sliders along with other selections from Salty Bob’s.
Live music will be performed by Dave “Smitty” Smith on Saturday from 4:30-7:30pm and Jonathan Brown on Sunday from 1:30-4:30pm.
Reservations: Reservations will be accepted by calling the Tasting Room at 804-472-3172 but are not required.

Good Luck Cellars logo

Good Luck Cellars

1025 Good Luck Rd
Kilmarnock, VA 22482
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Dates: Saturday, Nov. 11 from 11-6pm & Sunday, Nov. 12 from 12-5pm
Description: Salty Bob’s Oyster & Seafood Co. will be on site both days, serving up locally sourced oysters. Live music on Saturday from 1-4pm by The Windbags and Sunday from 1-4pm by The Tidewinders. The Tidewater Oyster Gardeners Association (TOGA) will host an informational booth both days, and there will be a handful of local artisans as well. NOTE: The unofficial start to the Oyster Crawl happens at Friday Night Wine Down with food by The Pullup and live music.
Reservations: Reservations are not required. There will be plenty of indoor, porch, and greenspace to spread out. Feel free to bring portable chairs.

Ingleside Vineyards logo

Ingleside Vineyards

5872 Leedstown Rd
Oak Grove, VA 22443
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Dates: Saturday, Nov. 11 & Sunday, Nov. 12 from 12-4pm both days
Description: Featuring several styles of oysters prepared on-site by Denson’s Chesapeake Bay Farm to Table. Additional items will be available (menu TBD).
Reservations: Reservations are requested for groups of 6 or more. Other seating will be first-come, first-serve on day of event.

Jacey Vineyards

619 Train Lane
Wicomico Church, VA 22579
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Please note: Jacey will participate on Saturday, Nov. 11th only.

Dates: Start off the Oyster Crawl weekend early on Friday Night Nov. 10 at 5pm for Open Mic Night. Then join us on Saturday Nov. 11, from 12 pm to 5:30 pm.
Description: Oysters will be available in a variety of styles, including, Raw, Roasted and “à la Jacey”. Our famous thin crusted pizzas, charcuterie boards and other items off the menu will be available for pairing with our wonderful wines. Also featuring live music from RockIT on Saturday from 1:30 pm to 4:30 pm.
Reservations: First come, first served, though we will try to accommodate parties of 6 or more with reservations.

Monroe Bay Winery logo

Monroe Bay Winery

4786 James Monroe Highway
Colonial Beach, VA 22443
(804) 410-5628
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Dates: Saturday, Nov. 11 & Sunday, Nov. 12 from 12-5pm both days
Description: Featuring Oyster Corn Chowder and other food items. An art class with Andrea Clement featuring oysters shells will take place on Saturday at 1pm (pre-registration required).
Reservations: Reservations are required for the art class.


Learn More

– Like us on Facebook for updates
– View some sample itineraries and lodging options here
– Visit our Homepage for an interactive map of our Wine Trail
– View our Press Mentions
– Learn more about Virginia oysters on the Virginia Oyster Trail

(Photo credits: Vineyards and Oysters by Ingleside Vineyards. Bottles by Stephanie Campbell)