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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 ฿2,977 per night from 25 Jun to 26 Jun
฿2,977
per night
25 Jun - 26 Jun
7.2/10 Good! (279 reviews)
"We have stayed here many times before and I was able to book a one night stay for our quick trip this time. Very comfortable and relaxing, rooms are nice"
Reviewed on 31 May 2024
Comfort Inn & Suites Chestertown
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is ฿4,684 per night from 18 Jun to 19 Jun
฿4,684
per night
18 Jun - 19 Jun
8.4/10 Very Good! (670 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 ฿5,022 per night from 1 Jul to 2 Jul
฿5,022
per night
1 Jul - 2 Jul
8.8/10 Excellent! (1,623 reviews)
"It was our first stay in Annapolis. We were very impressed with the condition of the hotel."
Reviewed on 13 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.