Chestertown – Maryland

Hotels, Motels, Resorts, Lodge, Inn, Apartments, Place to Stay & Vacation Rentals in Chestertown.

Brampton Inn : A meticulously restored and beautifully appointed Greek Revival Plantation House, Brampton Inn provides luxurious lodging in a secluded setting near historic Chestertown, Maryland 25277 Chestertown Road, Chestertown , MD 21650. Tel 410-778-1860, Open year-round room rate $135 to $250.

Claddaugh Farm Bed and Breakfast  : Claddaugh Farm Bed and Breakfast is just one hour by car from Annapolis, Maryland, Easton, Maryland and Dover Delaware.  Just one and a half hours from Washington DC., Baltimore, Maryland and Philadelphia, Pennsylvania.

Great Oak Manor : Great Oak Manor,a Chestertown Maryland Bed and Breakfast offers a secluded country retreat nestled on the shore of the Chesapeake Bay.

The Inn at Mitchell House : Historic bed and breakfast offers a tranquil retreat near Chestertown and the Chesapeake bay. The Inn operates year round, seven days a week.  8796 Maryland Parkway | Chestertown, Md. 21620 | Ph: 410-778-6500.

The Lauretum Inn : The Lauretum Inn provides comfortable lodging in historic Chestertown on the Eastern Shore of the Chesapeake Bay in Maryland. 954 High Street Chestertown, Maryland 21620 (800) 742-3236

The White Swan Tavern : A Colonial Bed and Breakfast in Historic Chestertown, Maryland. 231 High Street, Chestertown, MD 21620. Tel 410-778-2300, Open year-round ( except one week in mid Aug.) room rate $120 to $200.

The Imperial Hotel & Restaurant : We provide the best of contemporary service while at the same time respecting the history and idyllic setting of Maryland’s Eastern Shore. 208 High Street Chestertown, Maryland 21620 Toll Free # 800-295-0014