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Chesapeake Wine Trail

Chesapeake Wine Trail
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Maryland Wine Passport Program
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Restaurants / Accomodations

The tourism offices throughout the Chesapeake Wine Trail host information about restaurants and accommodations.

Upper Shore
– The upper shore includes Cecil, Kent and Queen Anne's counties, all north of Rt. 50.
Cecil County: Restaurants  |  Accommodations
Kent County: Restaurants  |  Accommodations (stay at Crow Farm and Vineyard, Kent County's newest Winery!)
Queen Anne's County: Restaurants  |  Accommodations

Mid Shore – The mid-shore includes Talbot, Caroline and Dorchester counties.
Dorchester County: Restaurants  |  Accommodations
Talbot County: Restaurants  |  Accommodations

Lower Shore – The lower shore includes Wicomico, Somerset and Worcester counties.
Wicomico County: Restaurants  Accommodations
Worcester County: Restaurants  |  Accommodations
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About the Trail

Experience the Beauty, the Magic, and the Flavor of the Chesapeake Wine Trail.

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.

Wineries on the Trail

Activities

About the Winery

Clovelly Vineyards located at a beautiful bend in the Chester River, is a third-generation, Maryland Eastern Shore farm established in 1959. Wines are made from 100% hand harvested Clovelly grapes. Vineyard Tours and Tastings are by appointment only. Wines are sold at area retailers.

Hours

Vineyard Tours By Appointment

Address and Contact

301 Clovelly Lane
Chestertown, MD 21620
410-778-3214

Winery Page

Activities

About the Winery

The tasting room offers a full array of hand crafted Crow Vineyard wines and you can add a pairing tray made from our local grass fed Angus Beef and other farm grown items. We also have a farmstay B&B. Make it a weekend!

Hours

12 to 5 pm each day; Please call in advance Monday-Thursday

Address and Contact

12441 Vansant Corner Rd
Kennedyville, MD 21645
302-304-0551

Winery Page

Activities

About the Winery

Depending on the year and Mother Nature, we harvest 6-10 tons of Barbera from our vineyard. Join us at our Crimson Pizza & Wine Bar to sample our wines and enjoy some great food!

Hours

Mon-Sat 11am-9pm

Address and Contact

6346 Church Hill Rd
Chestertown, MD 21620

Winery Page

Activities

About the Winery

Hours

Address and Contact

33 Rivers Edge Road
North East, MD 21901
410-317-0072

Winery Page

Activities

About the Winery

Turkey Point Vineyard is located at the head of the Chesapeake Bay on the peninsula between the North East and Elk Rivers. With roots running five generations deep, the vineyard continues to focus on sustainable agriculture, stewardship of the land and future generations. A lot of hard work and family pride is put into every bottle of wine. From our family to yours. —The Behnkes.

Hours

Thurs-Mon 12-8pm; Closed Tues and Wed

Address and Contact

116 S. Main Street
North East, MD 21901
410-287-WINE

Winery Page

Activities

About the Winery

Vineyard owner and winemaker Thomas R. Shelton has been growing grapes since 1999 on his Eden, MD property which borders the pristine Wicomico Creek. It is the first licensed vineyard in Wicomico County. The name Bordeleau - “edge of the water” - was chosen to reflect not only the distinctive environment where our grapes are hand-harvested, but also the favorable climate similarities to the Bordeaux region of France. Currently, 10 different varieties of grapes are under cultivation on 10+ acres.

Hours

Winter Hours Wed-Sat 12-5pm, Sun 12:30-5pm

Address and Contact

3155 Noble Farm Rd
Eden, MD 21822
410-677-3334

Winery Page

Activities

About the Winery

Mark Cascia Vineyards grows 12 acres of premium wine varietals on Kent Island on Maryland's Eastern Shore. Cascia Vineyards is a unique family run waterfront winery located on Kent Island, overlooking the waters of the Chesapeake Bay. We produce hand-crafted premium red and white wines, as well as dessert wines, from vinifera and native varietals, grown in our vineyard. Our waterfront winery and event facility provide an extraordinary opportunity to experience the best that Queen Anne’s County has to offer.

Hours

Aside from Passport Experience on March 15/16, tasting Room CLOSED for the winter. We will re-open in April. Please call for appointment during winter months for appointments and any other special requests

Address and Contact

1200 Thompson Creek Road
Stevensville, MD 21666
410-604-2127

Winery Page

Activities

About the Winery

Cassinelli Winery & Vineyards is a family-owned and operated boutique winery located on the Eastern Shore of Maryland. Our goal is to produce great wines from our own fruit and fruit sourced from other eastern shore Vineyards. Our 110-acre farm is planted with Merlot, Chardonnay, Viognier, Malbec, Petit Verdot and San Giovese vines. In addition to walking in the vineyards, you can enjoy visiting our Black Angus cows, two buffalo and two donkeys. Our twelve wines include Merlot, Barbera, Chardonnay, Vidal, Pole Dancer Sweet, Rosé and Chocolate Kiss. Tasting is $6 and you keep the etched glass.

Hours

Hours are Saturday and Sunday from 12 to 5.

Address and Contact

3830 Church Hill Road
Church Hill, MD 21623
(410) 556-6825

Winery Page

Activities

About the Winery

Dove Valley grapes are grown by the head of the Chesapeake Bay, The area has just the right soil, sun, and air flow to produce premium grapes. Our award-winning wines are hand crafted from start to finish. Dove Valley Winery hosts many exciting events throughout the year.

Hours

Thursday-Monday 11am-7pm

Address and Contact

645 Harrington Road
Rising Sun, MD 21911
410-658-8388

Winery Page

Activities

About the Winery

After four generations of farming in the Salem area of Dorchester County as Lazy Day Farms, the Layton family has decided to share their love of agriculture by expanding their crops with wine grapes and by making wine. Come take pleasure in a "Lazy Day" at Layton's Chance Vineyard and Winery by walking the nature trails, relaxing in the picnic areas, touring our farm and vineyard, all the while drinking our great wine. Layton's Chance has produced five wines in its inaugural year, with a pleasing option for everyone. We offer reds and whites, sweet and dry, and our house Rosé, made with 100% Layton's Chance chambourcin grapes. We offer tours of the farm, vineyard, and winery, and our winery event room is an ideal location for hosting private events.

Hours

11am-5pm Monday-Thursday 11am-6pm Friday & Saturday 12pm-5pm Sunday

Address and Contact

4225 New Bridge Rd.
Vienna, MD 21869
410-228-1205

Winery Page

Activities

About the Winery

The first licensed winery on the Eastern Shore of Maryland, Little Ashby Vineyards is located on the banks of the Miles River in historic Talbot County, near the quaint colonial towns of Easton and St. Michaels. The winery can be reached by boat as well as by car or bicycle. Its elevated riverbank position gives the vineyards their own distinct microclimate, cooled by river breezes on hot summer nights and moderated by the warmer water temperature during the winter. Dogs are welcome.

Hours

July —Wed - Sun. Other times by appointment only.

Address and Contact

27549 Ashby Drive
Easton, MD 21601
410-819-8850

Winery Page

Activities

About the Winery

St. Michaels is the largest winery on Maryland's scenic Eastern Shore. We are open seven days a week to greet visitors and pour our hand-crafted wines. Our winery is located in the Historic Old Mill complex, also home to artists, a floral designer, and other unique shops. We feature a broad spectrum of award-winning wines to satisfy any tastes. Our spacious production room is perfect for group events.

Hours

Mon - Fri 12-6pm, Sat 12-7pm, Sun 12-4pm

Address and Contact

609 S. Talbot St.
St. Michaels, MD 21663
410-745-0808

Winery Page

Activities

About the Winery

Located 3/4 miles north of Sudlersville on Maryland’s Eastern Shore, Tilmon’s Island Winery is a boutique winery, producing Cabernet Franc, Merlot, Chambourcin, Chardonnay, and Pinot Grigio grapes purchased from local vineyards in Queen Anne’s and Caroline Counties.

Hours

Sat 12 - 5 p.m.

Address and Contact

755 Millington Road
Sudlersville, MD 21668
443-480-5021

Winery Page