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Top hotels in Chestertown
Red Roof Inn & Suites Chestertown
160 Scheeler Rd, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 9 Jun to 10 Jun
S$161
per night
9 Jun - 10 Jun
7.2/10 Good! (271 reviews)
"nice hotel. helpful staff. stores and dining are walkable distances."
Reviewed on 29 May,2024
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is S$188 per night from 4 Jun to 5 Jun
S$188
per night
4 Jun - 5 Jun
8.4/10 Very Good! (678 reviews)
"Was clean and good for the purpose of the trip"
Reviewed on 1 Jun,2024
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is S$242 per night from 30 Jun to 1 Jul
S$242
per night
30 Jun - 1 Jul
8.8/10 Excellent! (1,619 reviews)
"The location is great. Staff are really helpful and quick."
Reviewed on 1 Jun,2024
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.
Frequently asked questions
Popular places to visit
Washington College
Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Rolphs Wharf Marina
Explore the waterfront in Chestertown with a trip to Rolphs Wharf Marina. Take in the festivals in this family-friendly area.
River Arts Chestertown
Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.