Chestertown, NY
Travel Guide
Visit Chestertown
Where to stay in Chestertown
Find the best Chestertown areas and neighborhoods for the activities you enjoy most.
Chester Shores
When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area.
Pine Tree Motel & Cabins
5537 State Route 8 Chestertown NY
The price is AED 643 per night from Sep 2 to Sep 3
AED 643
AED 713 total
2 Sep - 3 Sep
includes taxes & fees
Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Loon Lake Beach and Loon Lake are located ...
9.2/10 Wonderful! (160 reviews)
"Really clean. Very quaint. Lovely owners. Close to “town” and close to lake. Perfect for our purposes."
Reviewed on 23 August 2026
Peaceful Lakeside Retreat with Private Beach
Chestertown NY
Stay at this condo in Chestertown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tripp Pond and Pack Demonstration Forest are located ...
9.4/10 Exceptional! (28 reviews)
"A beautiful condo close to Lake George."
Reviewed on 22 August 2026
La Quinta Inn & Suites by Wyndham Lake George
1533 US-9 Lake George NY
The price is AED 340 per night from Sep 13 to Sep 14
AED 340
AED 378 total
13 Sep - 14 Sep
includes taxes & fees
Book a stay at this family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.6/10 Excellent! (1,666 reviews)
"If you are a decent person do not go there. Pictures are deceiving. It was the worst mattress. My daughter fell out of the bed twice in the middle of the night and hurt her head and back. The filter on AC was beyond disgusting, never cleaned, rooms smelled like cigarettes and we had to sleep with ..."
Reviewed on 31 August 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.
Peaceful Lakeside Retreat with Private Beach
Chestertown NY
Stay at this condo in Chestertown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tripp Pond and Pack Demonstration Forest are located ...
9.4/10 Exceptional! (28 reviews)
"A beautiful condo close to Lake George."
Reviewed on 22 August 2026
Elizabeth. 15 minutes to Lake George.
Seasonal Heated Pool.
Chestertown NY
Stay at this vacation home in Chestertown. Enjoy free WiFi, private pools, and a garden. Popular attractions Loon Lake Beach and Friends Lake are located ...
8.4/10 Very Good! (51 reviews)
"The property is immense! We ended up being 7 adults and 6 children and there was no problem with sleeping/playing space. The pool is immaculately maintained. Although there were a couple of bumps in the road, the owner and staff were quick to remedy. I particularly enjoyed the screened in porch! ..."
Reviewed on 19 July 2026
Eagles Nest at Loon Lake near Gore Mountain
Chestertown NY
Book a stay at this family-friendly vacation home in Chestertown. Enjoy a garden, laundry facilities, and a pool table. Popular attractions Loon Lake and Loon ...
10/10 Exceptional! (122 reviews)
"If you are looking for a great place in the area to stay with a large group, this is the place. If you are looking for spending the week doing lake activities with a bunch of children, keep looking."
Reviewed on 5 August 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.
