Photo by Julie Miller

Find hotels in Chestertown, NY from Rp1.087.265

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Top 10 Chestertown hotels and places to stay

Friends Lake Inn
4.0 star property
8.6 out of 10, Excellent, (102)
"Staff was great. The inn is unique. Perfect!"
United States
Linda
The price is Rp4.290.289
Rp4.762.284 total
includes taxes & fees
8 Nov - 9 Nov
Friends Lake Inn
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (49)
"Comfortable, friendly, beautiful lodge, spacious facilities"
Canada
Frederick
The Fern Lodge
La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
9.0 out of 10, Wonderful, (1697)
"friendly staff , very clean , grounds well maintained , good breakfast "
United States
Tom
The price is Rp1.608.734
Rp1.785.694 total
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham Lake George
The Georgian Lakeside Resort
2.5 star property
8.6 out of 10, Excellent, (1006)
"My daughters and I we truly enjoyed staying here "
United States
Diocepher
The Georgian Lakeside Resort
The Queensbury Hotel
3.0 star property
9.4 out of 10, Exceptional, (1387)
"Great place to stay. "
United States
Sandra
The Queensbury Hotel
Fort William Henry Hotel and Conference Center
3.0 star property
8.4 out of 10, Very good, (1004)
"a very nice place to stay"
United States
william
The price is Rp1.825.888
Rp2.342.210 total
includes taxes & fees
13 Nov - 14 Nov
Fort William Henry Hotel and Conference Center
Clarion Inn & Suites at the Outlets of Lake George
2.5 star property
8.4 out of 10, Very good, (1005)
"Beautiful balcony room, breakfast was up kept well, and property was quiet."
United States
Jose
The price is Rp1.477.578
Rp1.640.112 total
includes taxes & fees
2 Nov - 3 Nov
Clarion Inn & Suites at the Outlets of Lake George
Super 8 by Wyndham Lake George/Downtown
2.0 star property
8.0 out of 10, Very good, (962)
"This was an amazing stay! Loved it!"
United States
Sarah
The price is Rp1.060.868
Rp1.177.746 total
includes taxes & fees
26 Oct - 27 Oct
Super 8 by Wyndham Lake George/Downtown
Six Flags Great Escape Lodge & Indoor Waterpark
3.5 star property
7.8 out of 10, Good, (1346)
"Would visit again! "
United States
Emily
Six Flags Great Escape Lodge & Indoor Waterpark
Lodges At Cresthaven
4.0 star property
9.4 out of 10, Exceptional, (519)
"Great place to stay"
United Kingdom
ROLAND
The price is Rp2.706.408
Rp3.004.112 total
includes taxes & fees
9 Nov - 10 Nov
Lodges At Cresthaven
Howard Johnson by Wyndham Lake George
2.0 star property
8.0 out of 10, Very good, (1000)
"Great staff and location"
United States
Anthony
The price is Rp979.518
Rp1.087.265 total
includes taxes & fees
27 Oct - 28 Oct
Howard Johnson by Wyndham Lake George
Mohican Resort Motel
2.5 star property
9.0 out of 10, Wonderful, (166)
"It was clean and quiet. Very convient location. "
United States
shawn
Mohican Resort Motel
Lodge at Schroon Lake
3.0 star property
9.0 out of 10, Wonderful, (396)
"Beautiful property. We had a great stay!"
United States
Beth
Lodge at Schroon Lake
Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
9.2 out of 10, Wonderful, (1001)
"We enjoyed our stay!"
United States
Audrey
The price is Rp1.676.802
Rp1.861.252 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Resort Lake George - Adirondack Area by IHG
Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
8.6 out of 10, Excellent, (1001)
"Nice place"
United States
Patty
The price is Rp1.180.402
Rp1.310.248 total
includes taxes & fees
26 Oct - 27 Oct
Super 8 by Wyndham Lake George/Warrensburg Area
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
3.0 star property
9.0 out of 10, Wonderful, (1264)
"Friendly staff...clean rooms comfy beds great hotel great location"
United States
Tarah
The price is Rp1.460.976
Rp1.621.683 total
includes taxes & fees
30 Oct - 31 Oct
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Courtyard by Marriott Lake George
3.0 star property
9.2 out of 10, Wonderful, (1000)
"Great place to stay for enjoying the Lake George area."
United States
Lisa
The price is Rp1.892.628
Rp2.100.817 total
includes taxes & fees
25 Nov - 26 Nov
Courtyard by Marriott Lake George
Trout House Village Resort
3.0 star property
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
The price is Rp2.483.924
Rp3.172.206 total
includes taxes & fees
27 Oct - 28 Oct
Trout House Village Resort
Hampton Inn & Suites Lake George
2.5 star property
8.8 out of 10, Excellent, (1002)
"Very pet friendly!"
United States
Michael
The price is Rp1.633.637
Rp1.813.338 total
includes taxes & fees
4 Nov - 5 Nov
Hampton Inn & Suites Lake George
Surfside On The Lake
2.5 star property
8.0 out of 10, Very good, (727)
"Very nice too , loved 3rd floor balcony "
United States
Debra
Surfside On The Lake
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 for the activities you enjoy most.

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.

A winter scene
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

More cheap stays in Chestertown

Frequently asked questions

Where is the best place to stay in Chestertown?
The Fern Lodge is a favourite property for Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on reviews include Pine Tree Motel & Cabins and Friends Lake Inn. See all available top hotels, or vacation rentals in Chestertown.
If I need to cancel my hotel reservation in Chestertown, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.
What's the best LGBTQ-friendly hotel in Chestertown?
Pine Tree Motel & Cabins is one of the top choices for those in the LGBT community. See all available hotels listed as LGBTQ-friendly in Chestertown.
What's the best dog-friendly place to stay in Chestertown?
Pine Tree Motel & Cabins is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Chestertown.
What's the best hotel for a beach holiday in Chestertown?
The Fern Lodge is a top beach B&B with free breakfast and 8 hot tubs, and it's located close to Loon Lake Beach . See more stays near the beach in Chestertown.
What are some accommodation options with pools in Chestertown?
The Georgian Lakeside Resort: Hotel, 1-minute walk from Lake George. Provides a private beach, a seasonal outdoor pool and free self parking. The Queensbury Hotel and La Quinta Inn & Suites by Wyndham Lake George are two additional hotels that offer an on-site pool. View all hotels with pools in Chestertown.
What is staying in Chestertown like?
Visitors to Chestertown will definitely enjoy the lakeside setting. Tourists can also enjoy the city's coffee shops, forests and seafood restaurants. In Chestertown, there are 118 hotels and other accommodation options to choose from. Find out more about Chestertown.
What is there to see in Chestertown?
Natural beauty is on display at Loon Lake Beach, Friends Lake and Loon Lake. A couple of additional sights to add to your itinerary are Hudson River and Tripp Pond. Take a look at what more there is to see and do in Expedia's Chestertown guide.
What's the seasonal weather like in Chestertown?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.

Explore a world of travel with Expedia