Chestertown Hotels

Holiday Inn Exp Suites Chestertown

150 Scheeler Road

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Great Oak Manor

10568 Cliff Rd

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Widow's Walk Inn

402 High St

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Tallullah's

5750 Main St

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The White Swan Tavern

231 High St

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Lauretum Bed & Breakfast Inn

954 High St
Rte. 20

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Inn at Osprey Point

20786 Rock Hall Ave

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The Inn at Mitchell House

8796 Maryland Pkwy

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Inn at Huntingfield Creek

4928 Eastern Neck Rd

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Brampton Inn

25227 Chestertown Road
Off Rte. 20

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The Imperial Hotel

208 High St

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Comfort Suites Chestertown

160 Scheeler Rd

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The Best of NileGuide
One of the first things to figure out on any trip is where to lay your head. Whether you're looking to kick back in the lap of luxury or stretch a shoestring budget, cozy up somewhere sweet or party somewhere chic, the hotels of Chestertown are ready to tuck you in and treat you right. You'll sleep well.

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