Chestertown Holidays
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Your Chestertown Holiday
There's plenty to like about Chestertown, from its rich history to its spectacular views and beyond. When you're ready to spend a bit of time in this fascinating city, our Chestertown holiday packages will be just the thing. You'll want to sightsee during your trip to Chestertown. Carve out some time for leading attractions such as Friends Lake, Loon Lake and Loon Lake Beach. Your dream Chestertown holiday is clicks away. Browse airfares, hotels and more on Expedia for a getaway that's tailored just for you.
Chestertown Holiday
Chestertown Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 680 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Gore Mountain Ski Resort, Loon Lake Beach and Natural Stone Bridge and Caves |
Our pick of the best Chestertown Hotel Deals
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 AU$968 per night from 8 Mar to 9 Mar
AU$968
8 Mar - 9 Mar
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! (1,531 reviews)
Staff good Room really small Bathroom toliet extremely low to the floor Only 2 plugs in whole room Mattress not comfortable
Reviewed on 2 Mar 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.
