5/5 - Excellent
Verified traveler
Very quiet and relaxing.
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
The price is ￥26,161 per night from Sep 30 to Oct 1
￥26,161
￥29,039 total
Sep 30 - Oct 1
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! (141 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 ￥33,339 per night from Sep 30 to Oct 1
￥33,339
￥37,006 total
Sep 30 - Oct 1
includes taxes & fees
Stay at this 4-star 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! (101 reviews)
"Staff was great. The inn is unique. Perfect!"
Reviewed on Sep 7, 2025
The Queensbury Hotel
88 Ridge St, Glens Falls, NY
Stay at this 3-star business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the bar in ...
9.2/10 Wonderful! (1,372 reviews)
"nicely decorated and meticulously maintained. Beautiful hotel with good rates."
Reviewed on Sep 24, 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
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! (110 reviews)
"Cozy home in the Adirondacks. It had everything we needed for 19 relatives for a family reunion."
Reviewed on Sep 11, 2025
Trout House Village Resort
9117 Lake Shore Dr, Hague, NY
Stay at this 3-star beach cabin in Hague. Enjoy free WiFi, free parking, and a private beach. Popular attraction Black Point Public Beach is located nearby.
9.6/10 Exceptional! (14 reviews)
"Very friendly owner and beautiful views"
Reviewed on Sep 14, 2025
Waterfront Home on Lake George w/ Boat Dock!
Queensbury
Stay at this 3-star cottage in Queensbury. Enjoy free parking, patios, and air conditioning. Popular attractions Assembly Point and Dark Bay are located ...
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.
Reviews of Chestertown
4.3
Top Destination
4/5 - Good
Verified traveler
Love the hiking.
5/5 - Excellent
JoeGould
We will definitely be coming back in the spring!
5/5 - Excellent
Batt
Adorable village
