Chestertown, Maryland and Surrounding Area - Bed and Breakfast Inns

For over 20 years, Pamela Lanier's Travel Guides have been the savvy travelers' key to great deals on quality, romantic Chestertown, Maryland bed and breakfast lodging and country inns. Search our database of Chestertown B&Bs and you'll find detailed listings, current rates, and special deals for bed and breakfasts in Chestertown, Maryland.

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  Chestertown, MD Nearby Cities:
Rock Hall10.4 mi
Queenstown18.7 mi
Havre de Grace23.1 mi
Chesapeake City23.7 mi
North East27.3 mi
Dover, DE29 mi
Annapolis29.1 mi
Baltimore30.1 mi
Easton30.6 mi
Elkton30.6 mi
St. Michaels30.9 mi
Royal Oak34.5 mi
Sherwood36 mi
Oxford37.1 mi
Tilghman Island38.6 mi
* mileage estimated as the crow flies

Chestertown B&B Deals and Specials
Bed and Breakfasts in Chestertown - Focus on Romance.Focus on Romance 
  Chestertown Maryland, Bed and Breakfasts Map it
Great Oak Manor a Chestertown, Maryland bed and breakfast

Great Oak Manor

Chestertown, MD


Rooms: 12
With Private Bath: 12
Rates: 165.00- 310.00 USD
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Come for a Romantic getaway to Great Oak where the only honking comes from the geese, where the closest highway is the duck flyway, and where the only traffic you see from your room are the boaters sailing the water of the Chesapeake Bay Waterfront

The Inn at Mitchell House a Chestertown, Maryland inn

The Inn at Mitchell House

Chestertown, MD


Rooms: 7
With Private Bath: 7
Rates: 100.00- 250.00 USD
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Take a step back in time in this 18th-century manor house in a quiet, rural setting. It is located between Chestertown and Rock Hall. Enjoy gardens, ponds and the Chesapeake Bay, a mere 1/2 mile away. This is nature lovers' paradise.



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