Family Hotels in Chestertown, Maryland

Travel Deals

#1.

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) ×
  • The new and exciting Holiday Inn Express Hotel & Suites Chestertown is located off Rt. 213 Within walki... more on Orbitz
  • Great value for the money. more on PriceLine.com
 

$203Recently at Orbitz

#2.

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
  • The staff was helpful . more on TravelPost.com
 

$139Recently at Orbitz

#3.

Driftwood Inn

609 Washington Avenue, Chestertown, Maryland

Driftwood Inn
3.5
User Rating (2 sources) ×
 

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#4.

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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#5.

Great Oak Manor

10568 Cliff Rd, Chestertown, MD 21620

Great Oak Manor
4.5
User Rating (4 sources) ×
  • The lap pool is fantastic , great way to start a morning before breakfast which you could eat in the din... more on BedAndBreakfast.com
  • Overview Awaken to the sounds of nature, wander down the Grand Staircase to the Waterfront and sit by... more on AnglerWeb.com
 

#6.

Brampton Bed & Breakfast Inn

25227 Chestertown Road, Chestertown, MarylaND 21620

Brampton Bed & Breakfast Inn
Hotel Class
3.5
User Rating (5 sources) ×
  • Wonderful property, great food, relaxing front porch, huge room with fireplace, comfortable bed, luxurious ... more on igougo
  • Overview The award-winning Brampton Bed & Breakfast Inn is a quiet oasis just one mile outside the hi... more on Bed&BreakfastInnsOnline
 

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