Cheap Chestertown Hotels

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Find where to stay and what to pay for Cheap Chestertown Hotels. Select a hotel to see nearby attractions and restaurants. Compare prices on multiple sites at once to get the best rate.

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Imperial Hotel

With a fanciful gingerbread-trimmed triple-porch facade, this three-story brick building is a focal point along the main street of Chesterto... more

avg price$69.00
popularityB Top 20%
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Driftwood Inn

609 Washington Ave
Chestertown, MD 21620

 

avg price$79.00
popularityB Top 20%
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Lauretum Inn Bed & Breakfast

Crowning a 6-acre spot on a shady knoll outside of town, this three-story 1870 Queen Anne Victorian (listed on the National Register of Hist... more

avg price$96.30
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Comfort Suites Chestertown

FREE HIGH SPEED INTERNET access in all rooms! Enjoy evening fresh-baked cookies, heated indoor pool, spacious suites with refrigerator, microwave,... more

avg price$109.24
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popularityB Top 20%
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Comfort Suites Chestertown
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Inn at Mitchell House

If you're looking for a quiet old-world retreat surrounded by remote farmland and habitats for birds, migrating geese, white-tailed deer, an... more

avg price$119.00
popularityTop 30%
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Holiday Inn Exp Stes Chestertw

The new and exciting Holiday Inn Express Hotel and Suites Chestertown is located off Route 213, within walking distance to beautiful downtown Chest... more

avg price$128.00
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popularityTop 50%
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Brampton Bed & Breakfast Inn

25227 Chestertown Rd
Chestertown, MD 21620

 

avg price$212.00
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Brampton Bed & Breakfast Inn
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Great Oak Manor Bed & Breakfast

10568 Cliff Rd
Chestertown, MD 21620

 

avg price$284.00
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