Chestertown Bed and Breakfasts

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from $199

Chestertown, MD

4.9 (40)
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from $179

Chestertown, MD

4.5 (96)
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from $175

Rock Hall, MD (11 miles from Chestertown)

4.6 (130)
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from $105

Rock Hall, MD (10 miles from Chestertown)

4.6 (121)

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from $125

Rock Hall, MD (11 miles from Chestertown)

4.5 (135)
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from $99

Chesapeake City, MD (25 miles from Chestertown)

4.7 (209)
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from $85

Annapolis, MD (27 miles from Chestertown)

4.0 (35)
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from $250

Easton, MD (28 miles from Chestertown)

4.6 (46)

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from $79

Annapolis, MD (28 miles from Chestertown)

4.8 (61)
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from $175

Chestertown, MD

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Chestertown B&B reviews

Overall rating:

The Chestertown B&B review score is based on feedback from travelers from around the world. See property page for full, detailed reviews by real travelers.

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