Photo by Julie Miller
Find hotels in Chestertown, NY from 1.744.318 ₫
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Our top choices for Chestertown hotels

9.4 out of 10, Exceptional, (1452)

8.0 out of 10, Very good, (402)
The price is 3.740.251 ₫
4.151.771 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026

8.8 out of 10, Excellent, (136)
The price is 2.308.878 ₫
2.562.854 ₫ total
includes taxes & fees
17 Dec - 18 Dec

9.2 out of 10, Wonderful, (211)

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!Bolton Landing
9.8 out of 10, Exceptional, (16)
The price is 28.259.088 ₫
39.107.261 ₫ total
includes taxes & fees
17 Dec - 18 Dec
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.
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Where to stay in Chestertown
Find the best Chestertown areas for the activities you enjoy most. Learn more about Chestertown
Learn more about 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.
Stay near popular Chestertown attractions
Learn more about Chestertown
Nestled in the Adirondacks, this charming town offers hiking trails and kayaking on Friends Lake during summer months. Winter visitors can hit the slopes at nearby Gore Mountain in North Creek or explore the Natural Stone Bridge and Caves in Pottersville.

Photo by Julie Miller
Open Photo by Julie Miller
Top Chestertown Hotel Reviews
More cheap stays in Chestertown

Best Western of Lake George
2452 State Route 9N Lake George NY
The price is 1.571.458 ₫ per night from 18 Dec to 19 Dec
1.571.458 ₫
1.744.318 ₫ total
18 Dec - 19 Dec
includes taxes & fees
7.6/10 Good! (1,000 reviews)
Hotels in Chestertown with star rating

4 Star Hotels
3 properties

3 Star Hotels
183 properties
Frequently asked questions
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Areas of Chestertown
Accommodation near Chestertown attractions
- Hotels near Loon Lake Beach
- Hotels near Gore Mountain Ski Resort
- Hotels near Lake George
- Hotels near Outlets at Lake George
- Hotels near West Mountain Ski Resort
- Hotels near Lake George Steamboat Company
- Hotels near The Sagamore Golf Club
- Hotels near Hudson River
- Hotels near Shepard's Beach Park
- Hotels near Cool Insuring Arena
- Hotels near Garnet Hill Lodge and Ski Resort
- Hotels near Lake George Shoreline Cruises
- Hotels near Adirondack Outlet Mall
- Hotels near Wild West Ranch and Western Town
- Hotels near Great Sacandaga Lake
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Hotels Near Chestertown, New York
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