Photo by Julie Miller
Chestertown Hotels
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Go beyond your typical stay in Chestertown
Family friendly
Check prices for these dates
Top 10 trending Chestertown hotels

Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg Area
8.6 out of 10, Excellent, (1003)
The price is P4,662
P5,175 total
includes taxes & fees
Aug 24 - Aug 25

The Queensbury Hotel
The Queensbury Hotel
9.2 out of 10, Wonderful, (1298)

Maple Leaf Motel
Maple Leaf Motel
8.8 out of 10, Excellent, (464)
The price is P6,119
P6,914 total
includes taxes & fees
Jul 31 - Aug 1

Friends Lake Inn
Friends Lake Inn
8.8 out of 10, Excellent, (91)
The price is P12,752
P14,154 total
includes taxes & fees
Jul 30 - Jul 31

Pine Tree Motel & Cabins
Pine Tree Motel & Cabins
9.2 out of 10, Wonderful, (131)
The price is P9,998
P11,098 total
includes taxes & fees
Jul 30 - Jul 31

The Fern Lodge
The Fern Lodge
9.8 out of 10, Exceptional, (47)
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.
Save an average of 15% on thousands of hotels when you're signed in
Where to stay in Chestertown
Find the best Chestertown areas and neighborhoods for the activities you enjoy most.
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.
Learn more about Chestertown
Get away to secluded Chestertown! Enjoy the lake views, coffee, and horseback riding.

Photo by Julie Miller
Open Photo by Julie Miller
More cheap stays in Chestertown
More cheap stays in Chestertown

Best Western of Lake George
2452 State Route 9N, Lake George, NY
The price is P7,321 per night from Aug 3 to Aug 4
P7,321
P8,126 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,029 reviews)
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Near an Airport
Hotels Near Chestertown, New York
- Lake George Hotels
- Queensbury Hotels
- Upstate New York Hotels
- New England Hotels
- Adirondack Region Hotels
- Bolton Landing Hotels
- Adirondack Hotels
- Schroon Lake Hotels
- Warrensburg Hotels
- Glens Falls Hotels
- Town of Putnam Hotels
- Lake Luzerne Hotels
- Diamond Point Hotels
- Ticonderoga Hotels
- Fort Ann Hotels
- Indian Lake Hotels
- Appalachian Mountains Hotels
- Hague Hotels
- Fair Haven Hotels
- Great Sacandaga Lake Area Hotels
More ways to book
Expedia's Latest Trends
Hotels
General
- Visit Sierra Madre
- Visit Anaheim
- Visit Santa Rosa Beach
- Visit Sun Valley
- Visit Salida
- Visit Niagara Falls
- Visit Santa Ynez
- Visit Montauk
- Visit River Ranch
- Visit Sequoia National Park
- Visit Mountain View
- Visit Devils Tower
- Visit Laguna Beach
- Visit White Plains
- Visit Kiawah Island
- Visit Hilo
- Visit Savannah
- Visit Grand Canyon