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$188 per night from 25 Jan to 26 Jan
NZ$188
25 Jan - 26 Jan
includes taxes & fees
8.4/10 Very Good! (862 reviews)
Very nice
Reviewed on 14 Dec 2025
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$130 per night from 11 Jan to 12 Jan
NZ$130
11 Jan - 12 Jan
includes taxes & fees
7/10 Good! (1,112 reviews)
Clean and nice staff
Reviewed on 1 Jan 2026
Pendry Baltimore
1715 Thames St. Baltimore MD
Fully refundableReserve now, pay when you stay
The price is NZ$764 per night from 29 Jan to 30 Jan
NZ$764
29 Jan - 30 Jan
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
I didn't use these amenities.
Reviewed on 27 Dec 2025
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.
