Chestertown Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Julie Miller
Top hotels in Chestertown
Pine Tree Motel & Cabins
5537 State Route 8, Chestertown, NY
The price is 4.623.325 ₫ per night from 2 Oct to 3 Oct
4.623.325 ₫
5.131.891 ₫ total
2 Oct - 3 Oct
includes taxes & fees
9.2/10 Wonderful! (141 reviews)
"Came here for the weekend with my husband and my dog! The place is really nice, clean"
Reviewed on 2 Sept 2025
Friends Lake Inn
963 Friends Lake Rd, Chestertown, NY
The price is 5.893.304 ₫ per night from 2 Oct to 3 Oct
5.893.304 ₫
6.541.509 ₫ total
2 Oct - 3 Oct
includes taxes & fees
8.6/10 Excellent! (101 reviews)
"Staff was great. The inn is unique. Perfect!"
Reviewed on 7 Sept 2025
The Queensbury Hotel
88 Ridge St, Glens Falls, NY
9.2/10 Wonderful! (1,372 reviews)
"nicely decorated and meticulously maintained. Beautiful hotel with good rates."
Reviewed on 24 Sept 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.
