CHESAPEAKE WINE COUNTRY ~ It is well to remember that there are five reasons for drinking: the arrival of a friend; one's present or future thirst; the excellence of the wine; or any other reason.

Few phrases have quite as much allure for the would-be traveler as "Wine Country". Two words which summon up images of sunny vineyards, cavernous barrel rooms, informal yet artful hospitality, and above all select hand-crafted wines waiting to be tasted. Above all, Wine Country is a place filled with the mystique of the grape and the wonderful alchemy that changes fruit into something approaching art. For the thirsty traveler in Maryland, every point of the compass leads to Wine Country. It's there in the Eastern Shore, Southern Maryland, the Central Counties and in Western Maryland. Clusters of wineries straddle wine trails, laid out so that a wine tourist can drive the entire circuit in an easy relaxing day. The wines of Maryland await discovery. And the hard working wine makers and grape growers of the Free State are eager to share with you the romance of visiting Wine Country.
Welcome to the Chesapeake Wine Trail — The Wines of Maryland's Eastern Shore


Chesapeake Wine Trail To the East of the beautiful Chesapeake Bay lies Maryland's Eastern Shore. Abundant with seafood, beaches, wildlife and history, the Eastern Shore is also home to Maryland's most modern agricultural industries.
Whether you are on your way to the beach or just taking a drive to admire the beautiful Bay, the Chesapeake Wine Trail will lead you through one of the most scenic and charming parts of the state. East of the Chesapeake Bay, Maryland’s Eastern Shore is abundant with seafood, beaches, wildlife and history, and now a beautiful—and delicious—wine trail.
The Eastern Shore is known for its warm days and cool nights. The soil is sandy and well drained, and the climate is moderated by the Chesapeake Bay. This region is growing quickly and it’s no surprise, considering the beautiful waterfront views, rich heritage, abundant wild life and distinctive grape growing environment.
When you come to the Eastern Shore to visit our wineries, you will be charmed by the boutique atmosphere, intimate settings and the attention to detail and quality. Stroll along the bay or take a trip to the past while visiting some historical sights…all while enjoying some of Maryland’s best wine along the Chesapeake Wine Trail.