Visit Chestertown
Where to stay in Chestertown
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
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! (146 reviews)
We attended the Warrensburg Largest Garage Sale Weekend. The Motel is only 20 minutes away from the event. Located near Chestertown so you can go out to eat or grab groceries at the local Grocery Store. Motel is Dog Friendly and we did not have any issues with the Wi-Fi.
Reviewed on Oct 5, 2025
Friends Lake Inn
963 Friends Lake Rd Chestertown NY
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Friends Lake and Loon Lake Beach are located ...
8.6/10 Excellent! (102 reviews)
Staff was great. The inn is unique. Perfect!
Reviewed on Sep 7, 2025
The Fern Lodge
46 Fiddlehead Bay Rd. Chestertown NY
Book a stay at this beach B&B in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Friends Lake and Loon Lake Beach are located ...
9.8/10 Exceptional! (45 reviews)
Absolutely beautiful
Reviewed on Oct 22, 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.
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 ...
9.8/10 Exceptional! (111 reviews)
the kitchen was good, adequate space for people to work.no lake viewbeds were comfortable
Reviewed on Oct 7, 2025
Lincoln Log Colony
2180 U.S. 9 Lake George NY
Stay at this cabin in Lake George. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Six Flags Great Escape and Lake George Forum are located ...
8.8/10 Excellent! (10 reviews)
Full kitchen - pots and pans, plates, bowls, cups, utensils. Stove with oven, big fridge, freezer.. Super friendly staff. Great for long stay. Short walk to the lake.
Reviewed on Oct 8, 2025
Waterfront Home on Lake George w/ Boat Dock!
Queensbury NY
Stay at this cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Assembly Point and Dark Bay are located nearby.
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.
Popular places to visit
Friends Lake
Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
Loon Lake
Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
Loon Lake Beach
If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside.
