A craft beer being poured from the tap at an Eastern Shore brewery

A vacation to Maryland’s Eastern Shore isn’t complete without a taste of what the region brews, bottles, and distills. From farm breweries with hops grown a few steps from the taproom to family wineries pouring award-winning reds, the Eastern Shore area offers a full day of sipping without ever feeling rushed. Staying at Osprey Point in Rock Hall puts you within easy driving distance of some of the best craft beverage stops on the Eastern Shore, and gives you a comfortable, waterfront place to unwind after.

Rock Hall’s Own Brew House

You don’t have to leave town to start your tasting tour. Rock Hall Brewing Company, located right on Main Street, offers a full bar of craft beers, liquors, wines, seltzers, and sodas. The brewery pours six house-branded draft beers, currently produced in partnership with Heavy Seas Craft Brewing, alongside a rotating selection of other favorites. It’s an easy stop before or after a stroll along the harbor, and just minutes from Osprey Point Inn.

Craft Beer on a Working Farm

Another option for beer lovers is Patriot Acres Farm Brewery in Sudlersville. This veteran-owned brewery grows its own hops on a 100-acre family farm and rotates its craft beer list often, so there’s always something new on tap. Expect a laid-back, family-friendly setting with farm animals, outdoor seating, and the occasional food truck. Patriot Acres sits about 40 minutes from Rock Hall, making it an easy afternoon trip before heading back to relax at Osprey Point.

Wine Tasting in Kent County

Wine enthusiasts should head to Crow Vineyard and Winery in Kennedyville, a third-generation working farm that produces a range of dry whites, reds, rosés and even a sparkling Vidal Blanc. The tasting room overlooks the vineyard itself, and guests can pair a glass with a charcuterie board made from the farm’s own grass-fed beef. Crow Vineyard is one of Kent County’s original wineries and sits less than half an hour from Rock Hall.

Spirits and Wood-Fired Pizza in Chestertown

No Eastern Shore sipping tour is complete without a stop at Bad Alfred’s Distilling in historic downtown Chestertown. Housed in a former garage and filling station, the distillery crafts brandy, rye, gin, and grappa on-site, and guests can watch the process through the glassed-in distillery space while enjoying a wood-fired pizza. 

Plan Your Eastern Shore Getaway

After a day of tastings at the Eastern Shore’s top breweries, wineries, and distilleries, there’s no better place to unwind than Osprey Point. With three distinct accommodations, two full-service marinas, and an on-site restaurant overlooking Swan Creek, our inn makes the perfect home base for exploring the region’s craft beverages. 

We would love to host you at our inn in Rock Hall. To stay with us, make a reservation online or by calling us at 410-639-2194.