“The 9 wineries of the Chesapeake Bay Wine Trail await your arrival. The scenery along the bay will steal your breath and the wines will tickle your taste buds.”

November 7 - 9, 2025

It’s shaping up to be the ultimate oyster weekend on Virginia’s Chesapeake Bay! With the Urbanna Oyster Festival kicking things off Friday and Saturday — and the Chesapeake Bay Wine Trail’s Fall Oyster Crawl continuing the celebration through Sunday — there’s no better time to savor the flavors that make our region famous. Join us at The Dog & Oyster Micro-Vineyard for a weekend of wine, oysters, and discovery as we celebrate the Virginia waters that bring these treasures to our tables.