Chestertown Holidays
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Chestertown Beach Holiday
Escape the stresses of daily life and let your body, mind and soul completely relax during your Chestertown holiday. Few things are more invigorating than the cool sea breeze and the soothing sound of waves lapping at the shore. Organise your trip to Chestertown the quick and easy way by locking in one of our Chestertown holiday deals. Many visitors opt to base themselves near Loon Lake Beach, a must-see only 3 kilometres from the downtown area.
Top hotels in Chestertown
The Fern Lodge
46 Fiddlehead Bay Rd. Chestertown NY
10/10 Exceptional! (52 reviews)
I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning!
Reviewed on 27 Dec 2025
Eagles Nest at Loon Lake near Gore Mountain
Chestertown NY
The price is €617 per night from 23 Feb to 24 Feb
€617
23 Feb - 24 Feb
includes taxes & fees
10/10 Exceptional! (115 reviews)
Great house. Great location
Reviewed on 4 Jan 2026
The Queensbury Hotel
88 Ridge St Glens Falls NY
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,525 reviews)
checkin in was great, room very clean and bright. In room coffee was horrible! Will definitely stay again next time in area.
Reviewed on 19 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.
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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.
