Hotels in Chestertown, Maryland

Travel Deals

#1.

Comfort Suites Chestertown

160 Scheeler Road, Chestertown, MD 21620

Comfort Suites Chestertown
Hotel Class
4.0
User Rating (6 sources) ×
  • Needless to say it was immaculate and... more on Orbitz
  • Enjoy Evening Fresh baked Cookies, Heated Indoor Pool, Spacious Suites With Refrigerator, Microwave, And Co... more on Hotels.com
 

$139Recently at Orbitz

#2.

Holiday Inn Express Hotel & Suites Chestertown

150 Scheeler Road, Chestertown, MD 21620

Holiday Inn Express Hotel & Suites Chestertown
Hotel Class
4.5
User Rating (3 sources) ×
  • Great value for the money. more on PriceLine.com
  • Great hotel! The rooms are clean and spaceus and the beds are very comfortable. I great place to stay ... more on TripAdvisor
 

$203Recently at Orbitz

#3.

The Inn at Mitchell House

8796 Maryland Pkwy., Chestertown, Maryland

The Inn at Mitchell House
3.0
User Rating (2 sources) ×
  • Overview If you're looking for a quiet Old World retreat surrounded by remote farmland and habitats ... more on Frommers
  • Overview Let's take a look at the size of Inn at Mitchell House first. It's very small--with 6 rooms. Based on more ...
 

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#4.

Imperial Hotel

208 High Street, Chestertown, Maryland

Imperial Hotel
3.0
User Rating (2 sources) ×
  • The food is always excellently prepared and presented. more on Yahoo! Travel
  • tasty creative take on local seafood... more on AOL.com
 

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#5.

Driftwood Inn

609 Washington Avenue, Chestertown, Maryland

Driftwood Inn
3.5
User Rating (2 sources) ×
 

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#6.

Great Oak Landing Lodge

22170 Great Oak Landing Rd, Chestertown, MD 21620

Great Oak Landing Lodge
  • Overview Perched on a hill with breathtaking views of Fairlee Creek, the Great Oak Landing Lodge offers 28 modern ... more on Yahoo! Travel
 

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#7.

April Inn

407 E Campus Ave, Chestertown, MD 21620

April Inn
 

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#8.

Gracious Inns of The Chesapeake

110 Wilton Rd, Chestertown, MD 21620

Gracious Inns of The Chesapeake
 

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#9.

Marine Resorts Inc

1008 Rolphs Wharf Rd, Chestertown, MD 21620

Marine Resorts Inc
 

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#10.

Pratt-Perry House

224 Washington Ave,Chestertown, MD 21620

Pratt-Perry House
 

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