Photo by Julie Miller

Chestertown Hotels

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 12 - Nov 13
Tomorrow
Nov 13 - Nov 14
This weekend
Nov 14 - Nov 16
Next weekend
Nov 21 - Nov 23

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Chestertown hotels

Lake view
The Fern Lodge

The Fern Lodge

3.5 star property
Chestertown
9.8 out of 10, Exceptional, (49)
"Comfortable, friendly, beautiful lodge, spacious facilities"
Canada
Frederick
The Fern Lodge
Indoor pool
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
Lake George
9.0 out of 10, Wonderful, (1697)
"Great place for a weekend to stay."
United States
Heather
The price is P5,714
P6,342 total
includes taxes & fees
Nov 23 - Nov 24
La Quinta Inn & Suites by Wyndham Lake George
Lobby
The Queensbury Hotel

The Queensbury Hotel

3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1423)
"Very clean hotel and very welcoming and nice staff."
United States
Zhanna
The Queensbury Hotel
Aerial view
Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center

3.0 star property
Lake George
8.4 out of 10, Very Good, (1001)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is P6,485
P8,319 total
includes taxes & fees
Nov 13 - Nov 14
Fort William Henry Hotel and Conference Center
Water park
Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
Queensbury
7.8 out of 10, Good, (1368)
"Clean room nice staff"
United States
Brittany
Six Flags Great Escape Lodge & Indoor Waterpark
Exterior
Lodges At Cresthaven

Lodges At Cresthaven

4.0 star property
Lake George
9.4 out of 10, Exceptional, (529)
"Beautiful views, spotless room and the staff in the office were very friendly! Great communication and seamless check in after hours! We've stayed many times prior to this visit and will be back again!"
United States
Cheryl
The price is P9,613
P10,670 total
includes taxes & fees
Nov 19 - Nov 20
Lodges At Cresthaven
Porch
Clarion Inn & Suites at the Outlets of Lake George

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
Lake George
8.4 out of 10, Very Good, (1001)
"The place was really serene."
United States
Jabesh
The price is P4,210
P4,673 total
includes taxes & fees
Nov 18 - Nov 19
Clarion Inn & Suites at the Outlets of Lake George
1 bedroom, premium bedding, desk, laptop workspace
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

3.0 star property
Lake George
9.2 out of 10, Wonderful, (1001)
"Great place"
United States
George
The price is P7,017
P7,789 total
includes taxes & fees
Nov 16 - Nov 17
Courtyard by Marriott Lake George
Interior
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

3.0 star property
Lake George
9.2 out of 10, Wonderful, (1001)
"Good amenities, friendly staff, clean room. "
United States
krista
The price is P6,486
P7,200 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Inn Resort Lake George - Adirondack Area by IHG
Gazebo
Mohican Resort Motel

Mohican Resort Motel

2.5 star property
Lake George
9.0 out of 10, Wonderful, (168)
"Staffing and the rooms were great. Overall a great place "
United States
Gordon
Mohican Resort Motel
Terrace/patio
Lodge at Schroon Lake

Lodge at Schroon Lake

3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (406)
"Great food offerings all within walking distance. Beautifully decorated and personable staff! "
United States
Angel
The price is P7,907
P10,734 total
includes taxes & fees
Nov 16 - Nov 17
Lodge at Schroon Lake
1 bedroom, premium bedding, pillowtop beds, individually decorated
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

3.0 star property
Queensbury
9.0 out of 10, Wonderful, (1286)
"Friendly staff...clean rooms comfy beds great hotel great location"
United States
Tarah
The price is P5,656
P6,278 total
includes taxes & fees
Dec 8 - Dec 9
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Exterior
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
Lake George
8.6 out of 10, Excellent, (1001)
"Loved it"
United States
sruthartha
The price is P4,210
P4,673 total
includes taxes & fees
Nov 19 - Nov 20
Super 8 by Wyndham Lake George/Warrensburg Area
Living area
Trout House Village Resort

Trout House Village Resort

3.0 star property
Hague
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 P8,821
P11,265 total
includes taxes & fees
Dec 13 - Dec 14
Trout House Village Resort
Lobby
Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

2.5 star property
Lake George
8.8 out of 10, Excellent, (1002)
"Very pet friendly!"
United States
Michael
The price is P5,614
P6,231 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn & Suites Lake George
Outdoor pool, sun loungers
Best Western of Lake George

Best Western of Lake George

2.5 star property
Lake George
7.8 out of 10, Good, (1000)
"Breakfast was ok. Waffles were the best. "
United States
Jodi
The price is P3,789
P4,206 total
includes taxes & fees
Nov 16 - Nov 17
Best Western of Lake George
Private beach, beach volleyball, sailing, kayaking
Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center

3.0 star property
Silver Bay
8.8 out of 10, Excellent, (134)
"Awesome place"
United States
Kevin
The price is P5,732
P6,363 total
includes taxes & fees
Nov 13 - Nov 14
Silver Bay YMCA Inn and Conference Center
Business center
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

2.5 star property
Queensbury
7.4 out of 10, Good, (1012)
"Ok place too stay nice staff"
United States
Kent
The price is P4,364
P4,844 total
includes taxes & fees
Nov 18 - Nov 19
Baymont by Wyndham Queensbury / Lake George
1 bedroom, premium bedding, down comforters, individually decorated
The Alpine Lodge

The Alpine Lodge

3.0 star property
North Creek
9.0 out of 10, Wonderful, (650)
"My wife and I loved the log home feel and decor. Will definitely stay here again."
United States
Christopher
The Alpine Lodge
Lobby
Sleep Inn & Suites Queensbury - Lake George

Sleep Inn & Suites Queensbury - Lake George

2.5 star property
Queensbury
8.4 out of 10, Very Good, (1003)
"The room was clean and comfortable. The front desk was friendly and professional. Will stay again in the future."
United States
Lenora
The price is P5,085
P5,644 total
includes taxes & fees
Dec 8 - Dec 9
Sleep Inn & Suites Queensbury - Lake George
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.

Stay near popular Chestertown attractions

Friends Lake

This private Adirondack gem offers pristine waters and tranquil surroundings away from tourist crowds. Stay at Friends Lake Inn to access swimming, fishing, and kayaking in this exclusive 450-acre natural retreat.
See properties

Loon Lake

Loon Lake's crystal-clear waters provide a peaceful Adirondack Mountain retreat for outdoor enthusiasts. Rent a kayak to glide across the serene surface or cast a line for native fish from the sandy public beach.
See properties

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.

See all hotels in Chestertown
A winter scene
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Staff was great, room was clean "
Jerry 1-night trip
Posted 1 day ago
Six Flags Great Escape Lodge & Indoor Waterpark

More cheap stays in Chestertown

The Georgian Lakeside Resort

The Georgian Lakeside Resort

384 Canada Street, Lake George, NY
Get rates
8.6/10 Excellent! (1,001 reviews)

Frequently asked questions

Where is the best place to stay in Chestertown?
Based on Expedia's traveler preferences, Pine Tree Motel & Cabins is a top place to stay in Chestertown. Two other choices for your visit to the area are Six Flags Great Escape Lodge & Indoor Waterpark and The Queensbury Hotel. 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 that most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and be given 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 place to stay 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 pet-friendly accommodation in Chestertown?
Pine Tree Motel & Cabins is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Chestertown.
What's the best hotel for a beach vacation 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 accommodations with pools in Chestertown?
The Queensbury Hotel: Provides 2 restaurants, an indoor pool, and 2 bars. Holiday Inn Resort Lake George - Adirondack Area by IHG and The Georgian Lakeside Resort are two additional hotels that feature an onsite pool. View all hotels with pools in Chestertown.
What is staying in Chestertown like?
Visitors to Chestertown are sure to enjoy the lakeside setting. Tourists can also enjoy the city's coffeehouses, forests, and seafood restaurants. In Chestertown, there are 114 hotels and other accommodations to choose from. Find out more about Chestertown.
What should I see while I'm 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 agenda are Hudson River and Tripp Pond. Check out what more to see and do in Expedia's Chestertown guide.
What's the weather like in Chestertown?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.

Explore a world of travel with Expedia