Chestertown, NY
Travel Guide
Visit Chestertown
Where to stay in Chestertown
Find the best Chestertown areas and neighborhoods for the activities you enjoy most. Learn more about Chestertown
Learn more about 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
$175 nightly
The price is $194 total per night from Aug 31 to Sep 1
$194 total
Aug 31 - Sep 1
Total with taxes and 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! (160 reviews)
"Really clean. Very quaint. Lovely owners. Close to “town” and close to lake. Perfect for our purposes."
Reviewed on Aug 23, 2026
Peaceful Lakeside Retreat with Private Beach
Chestertown NY
Stay at this condo in Chestertown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tripp Pond and Pack Demonstration Forest are located ...
9.4/10 Exceptional! (28 reviews)
"A beautiful condo close to Lake George."
Reviewed on Aug 22, 2026
La Quinta Inn & Suites by Wyndham Lake George
1533 US-9 Lake George NY
$91 nightly
The price is $101 total per night from Sep 14 to Sep 15
$101 total
Sep 14 - Sep 15
Total with taxes and fees
Book a stay at this family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.6/10 Excellent! (1,661 reviews)
"Staff were kind and helpful Hot tub was closed ; Pool was huge but slide was dirty ; I think the hotel needs more cleaning . We had no hot water only warm but overall it was easy check in and out and great location."
Reviewed on Aug 29, 2026
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.
Peaceful Lakeside Retreat with Private Beach
Chestertown NY
Stay at this condo in Chestertown. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Tripp Pond and Pack Demonstration Forest are located ...
9.4/10 Exceptional! (28 reviews)
"A beautiful condo close to Lake George."
Reviewed on Aug 22, 2026
Elizabeth. 15 minutes to Lake George.
Seasonal Heated Pool.
Chestertown NY
Stay at this vacation home in Chestertown. Enjoy free WiFi, private pools, and a garden. Popular attractions Loon Lake Beach and Friends Lake are located ...
8.4/10 Very Good! (51 reviews)
"The property is immense! We ended up being 7 adults and 6 children and there was no problem with sleeping/playing space. The pool is immaculately maintained. Although there were a couple of bumps in the road, the owner and staff were quick to remedy. I particularly enjoyed the screened in porch! ..."
Reviewed on Jul 19, 2026
Eagles Nest at Loon Lake near Gore Mountain
Chestertown NY
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 ...
10/10 Exceptional! (122 reviews)
"If you are looking for a great place in the area to stay with a large group, this is the place. If you are looking for spending the week doing lake activities with a bunch of children, keep looking."
Reviewed on Aug 5, 2026
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.
Stay near popular Chestertown attractions
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- Lake George Hotels
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- North Creek Hotels
- Cabin Rentals in Brant Lake
- Bolton Landing Hotels
- Hotels on the Lake in Brant Lake
- Glens Falls Hotels
- Saratoga Springs Hotels
- Pet-Friendly Hotels in Chestertown
- Pet-Friendly Hotels in Brant Lake
- Motels in Lake George
- Cabin Rentals in Adirondack
- Warrensburg Hotels
- Cabin Rentals in Pottersville
- Hotels with a Gym in Chestertown
- Hotels near Loon Lake
- Romantic Hotels in Chestertown
- Adirondack Hotels
- Schroon Lake Hotels
- B&B in Brant Lake
- Hotels near Gore Mountain Ski Resort
- Chestertown Hotels
- Cabin Rentals in Schroon Lake
- Cabin Rentals in Lake George
- Pet-Friendly Hotels in Lake George
- Brant Lake Hotels
- Rv Parks in Pottersville
- Hotels near Loon Lake Beach
- Cottages in Chestertown
- Family Hotels in Lake George
- Motels in Pottersville
- Rv Parks in Lake George
- Beach Hotels in Brant Lake
- Cabin Rentals in Chestertown
- Motels in Chestertown
- Cottages in Pottersville
- Motels in Brant Lake
- Rv Parks in Brant Lake
- Hotels with Hot Tubs in Chestertown
- Pottersville Hotels
- Castles in Brant Lake
- Chalets in Chestertown
- Cabin Rentals in Bolton Landing
- Cabin Rentals in Upstate New York
- Resorts in Brant Lake
- 3 Star Hotels in Pottersville
- Lodges in Brant Lake
- Quiet Resorts & in Chestertown
- Hilton Hotels in Chestertown
- B&B in Chestertown
- Beach Hotels in Lake George
- Lake Placid Hotels
- Cheap Hotels in Lake George
- Queensbury Hotels
- Loon Lake Beach
- Visit North Lake George
- Visit North Creek
- Visit Silver Bay
- Visit Warrensburg
- Visit North Hudson
- Visit Stony Creek
- Visit Lake Luzerne
- Visit Saratoga Springs
- Visit Clemons
- Visit Wevertown
- Visit Lake George
- Visit Adirondack
- Visit Athol
- Visit Riparius
- Visit Brant Lake
- Visit Huletts Landing
- Visit Hague
- Visit Schroon Lake
- Visit Minerva
- Visit Johnsburg
- Visit North River
- Visit Ticonderoga
- Visit Bolton Landing
- Visit Diamond Point
- Visit Kattskill Bay
- Lake George Vacations
- Visit Olmstedville
- Visit Pottersville
- Visit Queensbury
- Visit Severance
- Visit Bakers Mills
- Loon Lake Beach
- Lake George
- Great Escape
- Fort William Henry Museum
- Million Dollar Beach
- Gore Mountain Ski Resort
- Lake George Steamboat Company
- Outlets at Lake George
- The Sagamore Golf Club
- Hudson River
- Shepard's Beach Park
- House of Frankenstein Wax Museum
- West Mountain Ski Resort
- Lake George Shoreline Cruises
- Lake George Dog Beach
- Cool Insuring Arena
- Prospect Mountain
- Hearthstone Point Campground
- Adirondack Outlet Mall
- Adirondack Winery
- Natural Stone Bridge and Caves
- Adirondack Extreme Adventure Course
- Wild West Ranch and Western Town
