Our Complete Listing of All Bed & Breakfasts and Inns
for Chestertown, Maryland.
We also have Listings for Resorts, Health Spas, Conference Centers,
Guesthouses, Corporate Retreats and Dude Ranches.

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Chestertown Bed and Breakfasts, Chestertown Inns, Chestertown Lodging  
  Brampton Inn
 Chestertown, MD $225.00 - $395.00
 A stone's throw from the charming town of Chestertown, discover a private romantic oasis hidden away on 20 wooded acres. ... More Information
 410-778-1860
Chestertown Bed and Breakfasts, Chestertown Inns, Chestertown Lodging  
  Great Oak Manor Inn
 Chestertown, MD $165.00 - $310.00
 Historic twenty five room Manor House set on 12 acres overlooking the Chesapeake Bay ... More Information
 410-778-5943
Chestertown Bed and Breakfasts, Chestertown Inns, Chestertown Lodging  
  Imperial Hotel
 Chestertown, MD $105.00 - $250.00
 The Imperial offers comfortable accommodations, exceptional dining, and warm personalized service. ... More Information
 410-778-5000
Chestertown Bed and Breakfasts, Chestertown Inns, Chestertown Lodging  
  Inn at Mitchell House
 Chestertown, MD $100.00 - $140.00
 This pristine 18th-century manor house sits as a jewel on 10 acres overlooking Stoneybrook Pond. ... More Information
 410-778-6500

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