Chestertown B&Bs / Inns / Gites

Finished in 1860 as the plantation house of the area's largest peach grower, Brampton retains today nearly all of its original details, including the magnificent three and a half story walnut, ash and heart pine central staircase, walnut windows and doors, original heart pine floors, and plaster ceiling medallions. This thirty-five acre estate is conveniently located just one-half mile outside of .....

A Place for all Seasons - Any time can be a memorable one at Great Oak. Come for a getaway to Great Oak where the only honking comes from the geese, where the closest highway is the geese flyway and where the only traffic you see from your room are the boaters sailing the crystal water just 200 yards away. Great Oak Manor offers a private and secluded setting on the Chesapeake Bay for that .....

Conveniently located on Maryland's Eastern Shore between Chestertown and Rock Hall in Kent County, this lovely 18th century manor home sits like a jewel on 12 manicured acres. The Chesapeake Bay is a mere 1/2 mile away, where guests may use the private beach and full servcies of the Tolchester Marina. The Inn's six guest rooms, two parlors, screened porch, and numerous fireplaces provide a .....

The Brampton Bed and Breakfast Inn is Maryland’s Eastern Shore romantic oasis, located on 20 wooded acres, just one mile outside the charming town of Chestertown, Maryland. Brampton B&B Inn brilliantly blends the grand elegance of a historical estate with the comfort and modern amenities today's stressed-out travelers crave.