Bed and B's in Chestertown, Maryland

#1.

Great Oak Manor

10568 Cliff Rd, Chestertown, MD 21620

Great Oak Manor
4.5
User Rating (4 sources) ×
  • The manor house is wonderful , with beautiful views and places to relax. more on BedAndBreakfast.com
  • Find comprehensive hotel information including descriptions, rates & availability, photos, reviews and ... more on Yahoo! Travel
 

#2.

Brampton Bed & Breakfast Inn

25227 Chestertown Road, 21620 Chestertown, Maryland

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
  • We stayed at the Brampton Inn for a mid-week getaway and it was truly wonderful. Very beautiful setting - a... more on TripAdvisor
 

#3.

Lauretum Inn Bed and Breakfast

954 High Street, Chestertown, Maryland

Lauretum Inn Bed and Breakfast
3.0
User Rating (1 sources) ×
  • Overview Crowning a 6-acre spot on a shady knoll outside of town, this three-story 1870 Queen Anne V... more on Frommers
  • The rooms are spacious and well maintained and decorated. more on TripAdvisor
 

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#4.

Widow's Walk Inn

402 High St., Chestertown, Maryland

Widow's Walk Inn
3.0
User Rating (1 sources) ×
  • A first-floor room with private bathroom is spacious, with big... more on Frommers
  • Overview In the middle of all that Colonial grandeur sits this Victorian lady, an 1877 beauty with f... more on Frommers
 

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#5.

Claddaugh Farm Bed and Breakfast

160 Claddaugh Lane, Chestertown, Maryland

Claddaugh Farm Bed and Breakfast
3.0
User Rating (1 sources) ×
  • Missy was very helpful with information about where to eat, where to visit, and other general information. more on TripAdvisor
  • Overall it was one of the nicest B +B's we've stayed at. more on TripAdvisor
 

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#6.

Carriage House Inn

5877 Coleman Road, Chestertown, MD 21620

Carriage House Inn
 

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#7.

Laurentum Inn

954 High St, Chestertown, MD 21620

Laurentum Inn
 

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#8.

Simply Bed & Bread

208 Mt. Vernon Avenue, Chestertown, Maryland 21620

Simply Bed & Bread
  • Overview You might notice the WAC Administration Building cupola out of the corner of your eye as you walk onto Simply Bed & Bread's brick path, since our house is just a stone's throw away from the college. Or ... more on Bed&BreakfastInnsOnline
 

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#9.

Hill's House Bed and Breakfast

114 Washington Ave, Chestertown, MD 21620

Hill's House Bed and Breakfast
 

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#10.

The Parker House

108 Spring Ave, Chestertown, Maryland

The Parker House
 

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Lodging

Chestertown B&Bs

Book Inns, B&Bs, & Boutique Hotels in Chestertown Maryland

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