Chesapeake Wine Trail

Image Credit:

Eastern Shore
Combining wines grown specifically to pair with Maryland’s unique seafood bounty with unforgettable views and the warm, welcoming spirit of the Eastern Shore, the Chesapeake Wine Trail is a must trip for every wine lover.

Places along the way

Bordeleau Vineyards and Winery
3155 Noble Farm Rd
Eden, MD 21822

Broken Spoke Vineyard and Winery
924 Glebe Rd
Earleville, MD 21919

Casa Carmen Wines
312 Cannon St
Chestertown, MD 21620

Cascia Vineyards & Winery
1200 Thompson Creek Rd
Stevensville, MD 21666

Chateau Bu-De Vineyards
237 Bohemia Manor Farm Ln
Chesapeake City, MD 21915

Crow Vineyard and Winery
12441 Vansant Corner Rd
Kennedyville, MD 21645

Dove Valley Vineyard & Winery
645 Harrington Rd
Rising Sun, MD 21911

Far Eastern Shore Winery
8370 Ocean Gtwy
Easton, MD 21601

Faulkner Branch Cidery at Blades Orchard
4822 Preston Rd
Federalsburg, MD 21632

Great Shoals Cellars
500 S. Talbot St
St. Michaels, MD 21663

Layton's Chance Vineyard & Winery
4225 New Bridge Rd
Vienna, MD 21869

St. Michaels Winery
609 S. Talbot St, #6
St. Michaels, MD 21663

Triple Creek Winery
11138 Three Bridge Branch Rd
Cordova, MD 21625

Turkey Point Vineyard, LLC
116 South Main St
North East, MD 21901

Windmill Creek Vineyard and Winery
11206 Worcester Hwy
Berlin, MD 21811

From the mountains in the west, to the atlantic in the east, Maryland is blessed with a little bit of everything, but the one thing that we’ve got you can’t find anywhere else is the heart of the Chesapeake Bay. A world treasure known for its panoramic vistas, startling varieties of wildlife, incredibly lush farmlands, and the world’s greatest seafood, it’s also home to more than a dozen fantastic wineries of the Chesapeake Wine Trail.

Combining wines grown specifically to pair with Maryland’s unique seafood bounty with unforgettable views and the warm, welcoming spirit of the Eastern Shore, the Chesapeake Wine Trail is a must-see for every wine lover. While you’re here, explore the rich history of the region, home to American heroes such as Harriet Tubman and Frederick Douglass, whose indomitable spirits shaped our modern nation. Explore the bay on a Skipjack, the traditional oyster boat of the Chesapeake, and part of the only remaining sail-powered fishing fleet in North America.

Experience rich culture with treasures like The Ward Museum of Wildfowl Art and get in touch this vibrant folk tradition. Visit the Fiber Arts Center of the Eastern Shore to understand the power and history of Eastern Shore quilting. Ride the Oxford Bellevue Ferry, established in 1683, the oldest privately owned ferry in the nation. And time your trip to experience the National Folk Festival, in Salisbury, September 11-13, 2020.

And did we mention those wines? Taste the fruit of Maryland’s Atlantic Coastal Plain growing region and the labor and love of our artisan wine makers. 

(Continued below)

Image Credit:

Blue Elk Vineyard (opening soon)

Located in the center of Bohemia Overlook, grapes grow along the hillside beside the shore of the Elk River. Blue Elk's terroir produces grapes unique to the area.  A 1930's barn serves as a tasting room.

More information...

Bordeleau Vineyards & Winery

Centered on a beautiful brick manor, this water’s-edge winery is simply a slice of heaven. A particular favorite is the brick patio centered on a massive fireplace, perfect for toasting an unforgettable evening. Don’t miss out on Chambourcin Lot 6 - Bordeleau’s signature red is full-bodied with aromas of chocolate, toasted wood, mulberries, herbs and pralines over a tangy sandalwood and sour cherry finish.

More information...

Broken Spoke Vineyard & Winery

This Eastern Shore treasure is beloved for its adorable, wandering sheep, but don’t let that let you miss their remarkable wines. Broken Spoke’s Vidal Blanc just brought home double Gold at the 2017 Maryland Comptroller’s Cup Wine Competition.

More information...

Casa Carmen Wines

Casa Carmen is a boutique family winery that produces artisanal crafted Old World-style wines of uncompromising quality.

More Information

Cascia Vineyards

Nestled on the bank of Cox Creek on Kent Island, Cascia Vineyards is home to 12 splendid acres dedicated to growing premium varietals. Their hand-crafted reds and whites are simply wonderful, but their premium desert wines, some made from rare, native grapes grown onsite, are a unique treat you won’t want to miss.

More information...

Chateau Bu-De Bohemia Manor Farm

With its Tuscan-style chateau and stunning water views, it’s no wonder Chateau Bu-De Bohemia is a favorite for weddings and other occasions. But their philosophy of sourcing, growing, and managing the best fruit anywhere is what truly sets them apart.

More information...

Crow Vineyard & Winery

At its roots, Crow Vineyard & Winery wants its guests to experience their wines. That’s why they encourage visitors to get out in their arbors and pick grapes and spend a night in their Farmstay B&B, to better understand the love that goes into every bottle. It makes a communal feast with a glass of their brilliant Barbera Reserve all the more unforgettable, and is why Al Spoler of “Cellar Notes” has called Crow, “One of the leading lights in Maryland Wine.”

More information...

Dove Valley Vineyard & Winery

From their rustic tasting room to the spectacular sunsets over their lush fields, Dove Valley Vineyard is just a place that makes you want to stay awhile. It doesn’t hurt that Dove Valley is home to such spectacular wines as their splendid Dove Valley Gold, named after the owner’s beloved retriever Goldie.

More information...

Far Eastern Shore Winery

Hip and modern with flavors of East Asia, Far Eastern Shore Winery is a unique destination winery located in the heart of Easton. 

More information...

Faulkner Branch Cidery & Distilling Co.

With a tasting room that feels more like a prohibition speak easy complete with riddles and passwords, Faulkner Branch Cidery & Distilling Co. is a family run business dedicated to producing the finest ciders and spirits available, and we’d say they’ve done it! As exquisite as their fermented ciders are, don’t forget to take home a bottle of non-alcoholic sparkling cider for the kids.

More information...

Great Shoals Cellars

Located in St. Michaels, Great Shoals Cellars partners with Maryland farmers to source the finest fruits to produce the best Maryland wines and hard ciders.

More information...

Layton’s Chance Vineyard & Winery

More than 14 acres of vineyards, an inviting picnic area, outdoor games, a nature trail, and welcoming staff make Layton’s a great stop on any wine tour. Try Freedom, a seminal blend of native Vatawba and Chambourcin grapes inspired by Harriet Tubman. 

More information...

St. Michaels Winery

Located in the heart of beautiful St. Michaels in the Historic Old Mill District, an afternoon at the winery is the perfect capstone to a trip to the Shore. Stop in for a glass, walk around for some shopping, then stroll back for another round.

More information...

Triple Creek Winery

Triple Creek Winery is the fruition of a shared dream held by four brothers. Their motto, “Whichever glass you chose, may it be more full than empty.” That spirit of fun inhabits every bottle, like their delightful Island Pickin', a light, sweet & tropical sangria.

More information...

Turkey Point Vineyard

Not far from the iconic Turkey Point Lighthouse at the crown of the Chesapeake Bay, Turkey Point Vineyard was founded when Dorris Wood inherited part of her family farm and decided to do something that would make her farmer ancestors proud, and be a beacon to the future of her own children. It’s that spirit that has lead Turkey Point Vineyard to create bold and classic wines at home on any table. 

More information...

Windmill Creek Vineyard & Winery

The vineyard is a family owned and operated vineyard, winery, wild flower farm, and events venue located three miles from downtown Berlin, Maryland on the grounds of the Historic Mariner House. 

More information...

Image Credit:

Maryland Lore

St. Michaels Maryland was once known as “The Town that Fooled the British.”  By hanging lanterns in the trees, the residents of St. Michaels convinced the British Navy during the War of 1812 that their village was on a hill. When the navy bombarded St. Michaels, the cannon balls passed safely overhead.


Trails in this Region

Maryland Crab & Oyster Trail: Middle Eastern Shore
Following in His Footsteps - Maryland's Frederick Douglass Driving Tour