Somewhere over the rainbow... Terrific view on the plane back to the North.

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Compare rooms and suites by Marriott Hotels & Resorts in Chestertown with rates, reviews, and availability. Most hotels are fully refundable.

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Top Chestertown Hotel Reviews

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent

"Staff was attentive, breakfast staff kept everything filled hot, and cleaned the area all the time"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"The handicap accommodation suite was nice. The walk in shower and bench made our stay very comfortable. Our suite had a great view of luxury yachts and boats! Also, ordering breakfast from Choptank by using the QR code was convenient. Received breakfast in 15-20 minutes. We were impressed! See you next time!"