Chestertown

Travel Guide

Photo by Julie Miller

Where to stay in Chestertown

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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.

Chester Shores
Pine Tree Motel & Cabins

Pine Tree Motel & Cabins

2 out of 5
5537 State Route 8, Chestertown, NY
The price is €167 per night from 21 Aug to 22 Aug
€167
21 Aug - 22 Aug
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! (135 reviews)
"Bed was comfortable, and plenty big for 2."

Reviewed on 13 Aug 2025

Pine Tree Motel & Cabins
Friends Lake Inn

Friends Lake Inn

4 out of 5
963 Friends Lake Rd, Chestertown, NY
The price is €213 per night from 21 Aug to 22 Aug
€213
21 Aug - 22 Aug
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! (97 reviews)
"Beautiful setting. Very clean. Charming building. Friendly staff. Breakfast included."

Reviewed on 17 Aug 2025

Friends Lake Inn
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
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! (1,329 reviews)
"We showed up late and the staff that greeted us was more than accommodating and welcoming. The toilet in our room needs to be replaced with something more current. It practically sat me on the ground and I’m fairly short. If I had long legs I’d be in trouble trying to get up."

Reviewed on 20 Aug 2025

The Queensbury Hotel
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.
Waterfront Home on Lake George w/ Boat Dock!

Waterfront Home on Lake George w/ Boat Dock!

3 out of 5
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 ...
Waterfront Home on Lake George w/ Boat Dock!
Walk to Million Dollar Beach from this awesome Cottage!

Walk to Million Dollar Beach from this awesome Cottage!

Lake George
Stay at this cottage in Lake George. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Six Flags Great Escape and Million Dollar Beach are ...
9.8/10 Exceptional! (159 reviews)
"Just the fact that it is 1930s vintage says a lot. Check-in and directions super easy. There was a surprise batch of cookies and a fireplace starter which were both delightful. Kitchen and bathrooms were well-stocked. Bedrooms very small but the outside front porch, back porch and yard provided cool ..."

Reviewed on 10 Aug 2025

Walk to Million Dollar Beach from this awesome Cottage!
Terrace on the Lake – Private Lakefront with Breathtaking Views

Terrace on the Lake – Private Lakefront with Breathtaking Views

Warrensburg
Book a stay at this family-friendly vacation home in Warrensburg. Enjoy free WiFi, a garden, and laundry facilities. Our guests praise the helpful staff in our ...
10/10 Exceptional! (242 reviews)
Excellent property
"Has everything a large group or family needs, and is clean and well maintained"

Reviewed on 28 Jul 2025

Terrace on the Lake – Private Lakefront with Breathtaking Views
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