Search for Cheap Deals onHotels in Chestertown
Choose from 1046 Chestertown Hotel Deals
Comfort Inn & Suites Chestertown
N/A
Reviewed on Apr 6, 2026
Historic Inns of Annapolis
Perfect location to explore history and walking distance to everything! Superior service from friendly, professional staff. Clean and comfortable rooms. Thank you!
Reviewed on Apr 10, 2026
Hampton Inn Baltimore/Glen Burnie
The property had an issue with no cold water, and
Reviewed on Apr 7, 2026
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Clean room and nice staff..
Reviewed on Apr 11, 2026
Pendry Baltimore
Perfect for a staycation!!
Reviewed on Apr 5, 2026
Best Western Plus Hotel & Conference Center
Building in dire need of updates. Pool dirty. Multiple exercise equipment not working. No elevator permit. Terrible front desk staff.
Reviewed on Apr 10, 2026
Annapolis Waterfront Hotel, Autograph Collection
All restaurants onsite were not open! We had to order from a restaurant nearby but it really was not set up properly for room service. We had to go there to order and pickup and they were not really sure of the process for hotel guests so we just paid with a separate CC. Breakfast was essentially ...
Reviewed on Mar 29, 2026
Hilton Garden Inn Baltimore/White Marsh
all good
Reviewed on Apr 3, 2026
Courtyard by Marriott Baltimore Downtown/McHenry Row
Very nice
Reviewed on Apr 9, 2026
Hampton Inn Baltimore Bayview Campus
Clean room breakfast and staff are very nice
Reviewed on Apr 10, 2026
Hampton Inn & Suites Edgewood/Aberdeen-South
Very nice breakfast and hotel
Reviewed on Apr 10, 2026
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
Sheets could be a bit fresher otherwise had a great stay! Very friendly and accommodating with our dog
Reviewed on Apr 7, 2026
Find cheap hotels in Chestertown
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Frequently Asked Questions About Chestertown hotels
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