Explore Virginia’s Coastal Wine Country…
and Stay a While!

Along the Chesapeake Bay Wine Trail, sip wines grown beside the water, enjoy fresh local seafood, and turn your visit into a weekend getaway filled with coastal charm and warm hospitality.

Two couples elebrating on the Chesapeake Bay Wine Trail at Ingleside Winery

Sip Slow. Stay Longer. Discover the Bay.

Here, the pace slows. The air smells of salt and sunshine. Every glass reflects the unhurried rhythm of the Bay.

Stretching across Virginia’s Northern Neck and Middle Peninsula, the Chesapeake Bay Wine Trail invites you to sip, savor, and stay along the water’s edge. Each stop offers something unique — wines and ciders with character, views that calm the soul, and hospitality that makes you feel at home.

Make it more than a day trip. Stay overnight in charming inns, cozy bed and breakfasts, or waterfront cottages. Wake to the call of gulls, wander coastal towns, and end your day with a glass of wine as the sun sets over the Bay.

Room interior at the Riverview Inn on the Chesapeake Bay Wine Trail — EXPLORE

SIP by the BAY

Along the Chesapeake Bay Wine Trail, every stop tells a local story — in every glass. From estate vineyards to waterfront wineries and cideries, these makers craft beverages shaped by Bay breezes, storied soils, and a deep connection to place.

Sip bold reds, crisp whites, and refreshing ciders. Stay a while for the views, live music, and the kind of hospitality that makes you feel like a regular on your first visit. And at several stops, enjoy delicious food onsite too — including farm-raised cheeses, fresh oysters, and other local favorites that offer a true taste of the Bay.