While we’ve gathered them together for our latest Top 10 venture, the delightful properties featured on our Top 10 Maryland Bed and Breakfasts list are more commonly found on the National Register of Historic Places – fitting for accommodations that hail from one of the original 13 colonies. Chestertown plantation houses that exemplify 19th-century elegance, luxury inns poised on the banks of Deep Creek Lake and everything from antique furnishings to afternoon tea service as authentic as it gets; whether you consider yourself a fan of bed and breakfast traditions or simply want to explore the historic side of the Old Line State, our Top 10 Maryland Bed and Breakfasts list is just the thing to guide you!
Housed inside a plantation house, circa 1860, and located just one mile outside of Chestertown, MD, our No. 1 pick has all the history, elegance and authentic touches that traditional bed and breakfast fans crave. For this reason alone, Brampton Bed and Breakfast Inn won our hearts… Learn More
Friendly innkeepers are easily one of our No. 2 pick’s finest features, with its Annapolis address coming in a close second. Royal Folly invites you to make the most of your host’s gracious hospitality – and this vibrant Maryland city – during your stay. Learn More
Our No. 3 spot occupies a grand Georgian mansion overlooking Chesapeake Bay. With its early 20th-century grace and elegance, this charming waterfront bed and breakfast is as close to time travel as you’re apt to get. Relive the Eastern Shore’s golden days at Great Oak Manor.… Learn More
With its brick exterior, intricate porch latticework and storybook steeple, our No. 4 pick is straight out of a Victorian painting. One day spent exploring the charming seaside town it hails from, however, and you’ll be thankful The Parsonage Inn is actually a Maryland… Learn More
Established in 1987 and now in its 23rd year of providing memorable stays in Central Maryland, our No. 5 pick is an Annapolis legend. Take into account the 1908 William Page Inn’s charming cedar shakes, striped awnings and wraparound porch, and its clear you’ve found a… Learn More
Our next Maryland bed and breakfast takes us away from the Eastern Shore and into the heart of mountain country. More lodge than typical Maryland inn, Lake Point Inn was inspired by the early Arts and Crafts traditions of the region, and is rife with architecture and furnishings… Learn More
Tucked away just beyond the borders of downtown St. Michaels, our No. 7 pick’s private acreage makes for a peaceful and secluded Maryland vacation. Yet for all its worlds-away appeal, Folly’s Cove Bed and Breakfast is still close enough to enjoy this historic town’s myriad… Learn More
This delightful manor in Cambridge’s historic district was once the former residence of a Cambridge sea captain, and today serves as a Maryland inn. From its charming red and white exterior to cozy rooms that blend that best of old and new, Cambridge House provides every… Learn More
With its pale yellow exterior, white crown molding and elegant shuttered windows, it’s hard to imagine our No. 9 pick was constructed more than two centuries ago. Fittingly housed in the heart of Annapolis’ historic district, this Maryland townhouse-turned-inn has even… Learn More
This gated Maryland estate, circa 1760, opens up to six beautifully-landscaped acres, and counts the Little Patuxent River’s scenic waters as one of its finer features. If you thought its blooming gardens and bricked patio were exquisite, wait until your eyes behold the… Learn More
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