Chestertown Holidays
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Chestertown Holiday
Our pick of the best Chestertown Hotel Deals
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
Fully refundableReserve now, pay when you stay
The price is NZ$186 per night from 22 Mar to 23 Mar
NZ$186
22 Mar - 23 Mar
includes taxes & fees
8.6/10 Excellent! (878 reviews)
I reserved a suite for two nights on 12/26/25. Almost 2 months in advance. When I arrived the check-in girl said that she downgraded my room to a double because they were overbooked and since I only two people in my group she gave my suite to a party with 4 people because they needed more room than ...
Reviewed on 17 Feb 2026
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
4 Philadelphia Ct Rosedale MD
Fully refundableReserve now, pay when you stay
The price is NZ$127 per night from 22 Feb to 23 Feb
NZ$127
22 Feb - 23 Feb
includes taxes & fees
7/10 Good! (1,163 reviews)
It's ok. The manager Monique is the Best!!
Reviewed on 16 Feb 2026
Pendry Baltimore
1715 Thames St. Baltimore MD
Fully refundableReserve now, pay when you stay
The price is NZ$746 per night from 15 Mar to 16 Mar
NZ$746
15 Mar - 16 Mar
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
Great hotel.
Reviewed on 16 Feb 2026
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.
Discover the most popular places to visit in Chestertown
Wilmer Park
Wilmer Park is just one of the places to see in Chestertown, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's riverfront or experience its festivals.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
