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Hotels in Chestertown

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Top Rated Chestertown Hotels

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Chestertown

    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue, Chestertown, MD
    The price is $77 per night from May 2 to May 3
    1.3/5 (3 reviews)
    Driftwood Inn

Pet Friendly Chestertown Hotels

    Holiday Inn Express Hotel & Suites Chestertown, an IHG Hotel

    Holiday Inn Express Hotel & Suites Chestertown, an IHG Hotel

    150 Scheeler Road, Chestertown, MD
    The price is $85 per night from Apr 25 to Apr 26
    4.2/5Very Good! (24 reviews)
    Holiday Inn Express Hotel & Suites Chestertown, an IHG Hotel
    Driftwood Inn

    Driftwood Inn

    609 Washington Avenue, Chestertown, MD
    The price is $77 per night from May 2 to May 3
    1.3/5 (3 reviews)
    Driftwood Inn
    Great Oak Manor

    Great Oak Manor

    10568 Cliff Rd, Chestertown, MD
    The price is $159 per night from Apr 25 to Apr 26
    Great Oak Manor

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