Chestertown Vacations
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Save 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
Pine Tree Motel & Cabins
5537 State Route 8, Chestertown, NY
The price is ￥25,832 per night from Sep 29 to Sep 30
￥25,832
￥28,673 total
Sep 29 - Sep 30
includes taxes & fees
9.2/10 Wonderful! (140 reviews)
"Came here for the weekend with my husband and my dog! The place is really nice, clean"
Reviewed on Sep 2, 2025
Friends Lake Inn
963 Friends Lake Rd, Chestertown, NY
The price is ￥32,942 per night from Sep 25 to Sep 26
￥32,942
￥36,565 total
Sep 25 - Sep 26
includes taxes & fees
8.6/10 Excellent! (101 reviews)
"Staff was great. The inn is unique. Perfect!"
Reviewed on Sep 7, 2025
The Queensbury Hotel
88 Ridge St, Glens Falls, NY
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,359 reviews)
"We love the Queensbury! We've stayed several times and the hotel is always so accommodating in giving us our favorite room. We enjoyed a delicious dinner outside at Park 26. The decor and ambiance is wonderful and the staff are always friendly and courteous. Parking is great and the hotel is conveniently ..."
Reviewed on Sep 18, 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.
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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.
