Photo by Julie Miller

Chestertown hotels from HK$581

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
27 Nov - 28 Nov
Tomorrow
28 Nov - 29 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

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, (50)
"Absolutely beautiful "
United States
Dana
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, (1706)
"Great place for a weekend to stay."
United States
Heather
The price is HK$754
HK$837 total
includes taxes & fees
1 Dec - 2 Dec
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, (1441)
"We loved our stay here!!! "
United States
Joseph
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, (1002)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is HK$965
HK$1,219 total
includes taxes & fees
30 Nov - 1 Dec
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, (1383)
"Great place to stay and have fun with your family "
United States
Yefrey
The price is HK$920
HK$1,021 total
includes taxes & fees
30 Nov - 1 Dec
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, (538)
"Perfect view, great resort"
United States
Melike
The price is HK$4,347
HK$4,825 total
includes taxes & fees
23 Dec - 24 Dec
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, (1011)
"It was a great place to stay for one night."
Canada
Kevin
The price is HK$588
HK$653 total
includes taxes & fees
2 Dec - 3 Dec
Clarion Inn & Suites at the Outlets of Lake George
Premium bedding, desk, laptop workspace, blackout curtains
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

3.0 star property
Lake George
9.2 out of 10, Wonderful, (1007)
"Great staff, amenities and the restaurant was top notch"
United States
Justin
The price is HK$832
HK$924 total
includes taxes & fees
30 Nov - 1 Dec
Courtyard by Marriott Lake George
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, (1004)
"Great staff. Great value."
United States
Darkhan
The price is HK$555
HK$616 total
includes taxes & fees
30 Nov - 1 Dec
Super 8 by Wyndham Lake George/Warrensburg Area
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, (1004)
"We enjoyed our stay!"
United States
Audrey
The price is HK$740
HK$822 total
includes taxes & fees
23 Dec - 24 Dec
Holiday Inn Resort Lake George - Adirondack Area by IHG
1 bedroom, premium bedding, pillow-top 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, (1302)
"Friendly staff, clean room, nice breakfast buffet. "
United States
Kimberly
The price is HK$707
HK$785 total
includes taxes & fees
7 Dec - 8 Dec
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Gazebo
Mohican Resort Motel

Mohican Resort Motel

2.5 star property
Lake George
9.0 out of 10, Wonderful, (172)
"Staffing and the rooms were great. Overall a great place "
United States
Gordon
Mohican Resort Motel
Living area
Trout House Village Resort

Trout House Village Resort

3.0 star property
Hague
9.8 out of 10, Exceptional, (18)
"Very friendly owner and beautiful views"
United States
Anthony
The price is HK$1,164
HK$1,486 total
includes taxes & fees
29 Nov - 30 Nov
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, (1005)
"Excellent staff. "
United States
Patrick
The price is HK$740
HK$822 total
includes taxes & fees
21 Dec - 22 Dec
Hampton Inn & Suites Lake George
Terrace/patio
Lodge at Schroon Lake

Lodge at Schroon Lake

3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (409)
"Yes it was overall a Wonderful getaway with a beautiful room and property! "
United States
Mathew
Lodge at Schroon Lake
Outdoor pool, pool loungers
Best Western of Lake George

Best Western of Lake George

2.5 star property
Lake George
7.8 out of 10, Good, (1002)
"Nice place "
United States
Frederick
The price is HK$523
HK$581 total
includes taxes & fees
30 Nov - 1 Dec
Best Western of Lake George
1 bedroom, premium bedding, down duvets, individually decorated
The Alpine Lodge

The Alpine Lodge

3.0 star property
North Creek
9.0 out of 10, Wonderful, (654)
"THe lodge was very clean, quiet. The manager on site was very helpfull. "
United States
Iva
The Alpine Lodge
Front of property
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

2.5 star property
Lake George
8.8 out of 10, Excellent, (1002)
"Nice stay!"
United States
Silvia
The price is HK$787
HK$873 total
includes taxes & fees
30 Nov - 1 Dec
Comfort Inn & Suites 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, (136)
"Awesome place"
United States
Kevin
The price is HK$819
HK$909 total
includes taxes & fees
30 Nov - 1 Dec
Silver Bay YMCA Inn and Conference Center
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, (1008)
"Very clean open roomy room! Friendly staff!"
United States
James
The price is HK$628
HK$697 total
includes taxes & fees
18 Dec - 19 Dec
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

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
Showing deals for:5 Dec - 7 Dec

Image gallery for NEW for 2024, 6 person hot tub. Spacious country home with large back yard.

Terrace/patio

NEW for 2024, 6 person hot tub. Spacious country home with large back yard.

Chestertown
10/10Exceptional (22 reviews)
10% off
Price is HK$1,750
HK$6,104 total
includes taxes & fees
NEW for 2024, 6 person hot tub. Spacious country home with large back yard.
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 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

Loon Lake

Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
See properties

Friends Lake

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
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

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"room was clean "
Michael 1-night trip
Posted 1 day ago
Baymont by Wyndham Queensbury / Lake George

More cheap stays in Chestertown

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George

2133 Route 9 Lake George NY
The price is HK$740 per night from 21 Dec to 22 Dec
HK$740
HK$822 total
21 Dec - 22 Dec
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)

Hotels in Chestertown with star-rating

Frequently asked questions

Where is the best place to stay in Chestertown?
Based on our traveller data, Friends Lake Inn is one of the top choices for your stay. This hotel offers a restaurant and free parking. Other good options for your stay include Pine Tree Motel & Cabins and The Fern Lodge. See all available top hotels, or vacation rentals in Chestertown.
What are some of the best holiday rentals that Chestertown has to offer?
Terrace on the Lake – Private Lakefront with Breathtaking Views: This holiday home rental outside of Chestertown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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. Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is another option if you're bringing your pet along. 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 Queensbury Hotel: Features 2 restaurants, an indoor pool and 2 bars. The Georgian Lakeside Resort and Courtyard by Marriott Lake George are two additional hotels that offer an on-site pool. View all hotels with pools in Chestertown.
What's the top hotel in Chestertown with an on-site water park or a water park nearby?
1970s acreage surrounded by trees with deck, grill, & internet is a favourite water park hotel in ChestertownTake a look at all hotels with or near waterparks 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 113 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