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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 RM382 per night from 24 Jun to 25 Jun
RM382
per night
24 Jun - 25 Jun
7.2/10 Good! (268 reviews)
"Not exceptional, but clean."
Reviewed on 16 Jun 2024
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is RM605 per night from 24 Jun to 25 Jun
RM605
per night
24 Jun - 25 Jun
8.4/10 Very Good! (671 reviews)
"It was great"
Reviewed on 3 Jun 2024
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
The price is RM646 per night from 1 Jul to 2 Jul
RM646
per night
1 Jul - 2 Jul
8.8/10 Excellent! (1,626 reviews)
"Lovely historic property in a perfect location. The front desk staff are professional and knowledgeable, the rooms comfortable and clean, the shopping and dining options endless. Highly recommend."
Reviewed on 15 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.
More trip options
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.