Destination

Chestertown, Maryland

Explore Chestertown, Maryland

Discover 8 top-rated accommodations and travel hubs.

1≤ 2 miles
6≤ 5 miles
8≤ 10 miles

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5-Star Hotels4-Star HotelsLuxury HotelsBudget Hotels

Featured Stays

Brampton Bed And Breakfast Inn

1.1 mi from centerFiveStar

25227 Chestertown Road ChestertownMaryland 21620

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Holiday Inn Express & Suites Chestertown

2.1 mi from centerTwoStar

150 Scheeler Rd Md 21620 Chestertown Chestertown 21620Maryland

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Quality Suites

2.1 mi from centerTwoStar

160 Scheeler Rd Chestertown 21620Maryland

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Driftwood Inn

2.2 mi from centerTwoStar

609 Washington Avenue Chestertown 21620Maryland

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Simply Bed & Bread

2.3 mi from centerAll

208 Mount Vernon Avenue ChestertownMaryland 21620

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The Imperial Hotel and Restaurant

2.6 mi from centerAll

208 High Street

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Great Oak Manor

5.9 mi from centerFourStar

10568 Cliff Road ChestertownMaryland 21620

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The Inn at Mitchell House

6.6 mi from centerThreeStar

8796 Maryland Parkway ChestertownMaryland 21620

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Frequently Asked Questions about Chestertown, Maryland

Is Chestertown, Maryland a good destination for luxury travel?

Yes! Approximately 25% of our listed accommodations in Chestertown, Maryland are 4-star or 5-star properties, making it highly suitable for luxury stays.