Visit Chestertown
Where to stay in Chestertown

Chester Shores
While Chester Shores isn't home to many top sights, Loon Lake Beach and Loon Lake are some notable places to visit nearby.

Pine Tree Motel & Cabins
5537 State Route 8, Chestertown, NY
The price is AU$298 per night from 21 July to 22 July
AU$298
21 July - 22 July
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! (128 reviews)
"Excellent location and staff was very friendly."
Reviewed on 26 Jun. 2025

Friends Lake Inn
963 Friends Lake Rd, Chestertown, NY
The price is AU$399 per night from 21 July to 22 July
AU$399
21 July - 22 July
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 ...
8.8/10 Excellent! (90 reviews)
"We visited the Inn hotel to celebrate my husband’s birthday and take a much-needed break from my role as a caregiver for my mother. The weekend turned out to be exactly what we needed—it gave us the chance to unplug, recharge, and truly rest. The staff were friendly, accommodating, and just lovely ..."
Reviewed on 23 Jun. 2025

Best Western of Lake George
2452 State Route 9N, Lake George, NY
Fully refundableReserve now, pay when you stay
The price is AU$218 per night from 28 July to 29 July
AU$218
28 July - 29 July
includes taxes & fees
Book a stay at this business-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,013 reviews)
"Everything was good."
Reviewed on 15 Jul. 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.

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Chestertown
Stay at this apartment in Chestertown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Friends Lake and Tripp Pond are located ...
9.8/10 Exceptional! (62 reviews)
"We absolutely loved our stay! As per the listing, it was private with riverfront views, hiking on the premises and a very comfortable home-away-from home!Our hosts were very friendly and helpful. They built fires outside for us in the evening to enjoy the outdoors including the riverfront and nature! ..."
Reviewed on 16 Jun. 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 Million Dollar Beach and Assembly Point are ...

Walk to Million Dollar Beach from this awesome Cottage!
Lake George
Stay at this cottage in Lake George. Enjoy free WiFi, a water park, and a garden. Popular attractions Million Dollar Beach and Lake George Steamboat Company ...
9.8/10 Exceptional! (154 reviews)
Love Love Love!
"The cottage exceeded our expectations. We enjoyed a morning run from the cottage to Lake George center for coffee, then an evening fire outside with dinner on the grill. The indoor fireplace was also a lovely! I highly recommend this cottage, you will not be disappointed. We can’t wait to come ..."
Reviewed on 30 Jun. 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.
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 holiday is part of your travel plans, Loon Lake Beach might be the perfect place to visit during your trip to Chestertown. While you're in the area, stroll along the lakeside.