Chestertown Vacations
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- Plan, book, travel with confidence
- Better togetherSave up to ￥45,448 when you book a flight and hotel together*
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Find the Best Chestertown Vacation Packages
Chestertown Beach Vacation
Escape the stresses of daily life and let your body, mind and soul completely relax during your Chestertown vacation. Few things are more invigorating than the cool sea breeze and the soothing sound of waves lapping at the shore. Organize your trip to Chestertown the quick and easy way by locking in one of our Chestertown vacation deals. Many visitors opt to base themselves near Loon Lake Beach, a must-see only 3 kilometers from the downtown area.
Chestertown Hotel Deals
The Fern Lodge
46 Fiddlehead Bay Rd. Chestertown NY
9.8/10 Exceptional! (47 reviews)
I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning!
Reviewed on Dec 27, 2025
Elizabeth. A Guest House Near Lake George.
Chestertown NY
8/10 Very Good! (35 reviews)
The house was beautiful and charming and plenty of space. We have no complaints but recommend hand towels in the bathrooms. Probably will look up this place again for a skiing trip this winter.
Reviewed on Aug 10, 2025
Eagles Nest at Loon Lake near Gore Mountain
Chestertown NY
The price is ￥47,166 per night from Mar 8 to Mar 9
￥47,166
￥118,670 total
Mar 8 - Mar 9
includes taxes & fees
9.8/10 Exceptional! (111 reviews)
Great house. Great location
Reviewed on Jan 4, 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.
