A waterfront town with a pier, dock, and several buildings.

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Our top choices for Chestertown hotels

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (107 reviews)
"This is a very inviting and friendly Inn . The two restaurants on the property are very good with a very attentive staff. I would recommend this to anyone visiting the Adirondacks."
United States
Colleen
The price is NZ$368
includes taxes & fees
7 July - 8 July
Friends Lake Inn

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (148 reviews)
"Excellent location and staff was very friendly."
United States
Logan
The price is NZ$342
includes taxes & fees
2 July - 3 July
Pine Tree Motel & Cabins

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
9.8 out of 10, Exceptional, (57 reviews)
"Staff is great,friendly and helpful Loved our stay. Place is beautiful"
United States
robert
The price is NZ$753
includes taxes & fees
8 July - 9 July
The Fern Lodge

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, (1,004 reviews)
"Clean room and excellent staff"
United States
Guy
The price is NZ$165
includes taxes & fees
7 July - 8 July
Super 8 by Wyndham Lake George/Warrensburg Area

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,039 reviews)
"Nice room, pool and some scramble eggs for breakfast."
United States
Miguel
The price is NZ$155
includes taxes & fees
19 July - 20 July
Baymont by Wyndham Queensbury / Lake George

Countryside Inn

Countryside Inn
2.5 star property
Lake George
6.8 out of 10, (216 reviews)
"Great rooms"
United States
Logan
The price is NZ$143
includes taxes & fees
8 July - 9 July
Countryside Inn

Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
2.0 star property
Lake George
8.2 out of 10, Very good, (1,009 reviews)
"Staff was friendly very convenient to walk down town and explore/shop"
United States
Carrie
The price is NZ$206
includes taxes & fees
20 July - 21 July
Howard Johnson by Wyndham Lake George

Best Western of Lake George

Best Western of Lake George
2.5 star property
Lake George
7.6 out of 10, Good, (1,009 reviews)
"Very nice pool was good indoor one was warm hot tub close to down town "
United States
Wayne
The price is NZ$180
includes taxes & fees
6 July - 7 July
Best Western of Lake George

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (597 reviews)
"nice size room... very private setting"
Canada
Alan
The price is NZ$231
includes taxes & fees
9 July - 10 July
Maple Leaf Motel

The Juliana Resort

The Juliana Resort
2.5 star property
Diamond Point
8.8 out of 10, Excellent, (187 reviews)
"Very clean rooms. Staff are very friendly and helpful The pool was beautiful. The private beach was lovely. You can kayak and they supply the kayak and the lifejacket. We’ll go back again"
Canada
Linda
The price is NZ$299
includes taxes & fees
2 July - 3 July
The Juliana Resort

Luzerne Court Motel

Luzerne Court Motel
2.5 star property
Lake Luzerne
9.4 out of 10, Exceptional, (321 reviews)
"Very nice little motel, close to everything, but off the main drag. Would visit and stay here again. "
United States
JENNIFER
The price is NZ$291
includes taxes & fees
8 July - 9 July
Luzerne Court Motel

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
2.0 star property
Silver Bay
8.8 out of 10, Excellent, (152 reviews)
"Old Inn rooms require updating and maintenance to bring back to their former glory. "
United States
Lisa
The price is NZ$297
includes taxes & fees
8 July - 9 July
Silver Bay YMCA Inn and Conference Center

Studio 6 Lake George, NY - Adirondacks

Studio 6 Lake George, NY - Adirondacks
2.0 star property
Lake George
10.0 out of 10, Exceptional, (1 review)
The price is NZ$159
includes taxes & fees
6 July - 7 July
Studio 6 Lake George, NY - Adirondacks

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,003 reviews)
"As expected. Reasonably priced, comfy bed for the night. Convenient location as we were in town for a dance competition at the Stanley."
United States
Dallas
The price is NZ$136
includes taxes & fees
2 July - 3 July
Red Roof Inn Queensbury

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
8.8 out of 10, Excellent, (1,672 reviews)
"It is great place to stay"
United States
Jennifer
The price is NZ$297
includes taxes & fees
5 July - 6 July
La Quinta Inn & Suites by Wyndham Lake George

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.4 out of 10, Exceptional, (1,000 reviews)
"Very clean and close walk to everything."
United States
Cameron
The price is NZ$255
includes taxes & fees
12 July - 13 July
Adirondack Retreat Inn & Suites

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (684 reviews)
"Easy check in and good location in town. "
United States
James
The price is NZ$327
includes taxes & fees
2 July - 3 July
The Alpine Lodge

The Inn of Lake George

The Inn of Lake George
2.5 star property
Lake George
9.6 out of 10, Exceptional, (117 reviews)
"Easy check in and quaint. Would stay again!"
United States
Matthew
The price is NZ$375
includes taxes & fees
6 July - 7 July
The Inn of Lake George

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,608 reviews)
"Great place to stay !"
United States
Dakota
The price is NZ$263
includes taxes & fees
12 July - 13 July
The Queensbury Hotel

Heritage of Lake George

Heritage of Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (707 reviews)
"Rooms were very clean & staff was very helpful & available whenever needed!"
United States
Sophia
The price is NZ$213
includes taxes & fees
6 July - 7 July
Heritage of Lake George
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Our guide on 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 snowy lodge with cabins and tall pine trees.
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

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Frequently asked questions

Where is the best place to stay in Chestertown?
Located 21.4 mi (34.5 km) from the heart of Chestertown, Six Flags Great Escape Lodge & Indoor Waterpark is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are The Queensbury Hotel and Holiday Inn Resort Lake George - Adirondack Area by IHG. See all available top hotels, or vacation rentals in Chestertown.
What are some of the best holiday rentals that Chestertown has to offer?
Adirondack Bungalow Getaway: This holiday home rental outside of Chestertown is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind. 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: Offers 2 restaurants, an indoor pool and 2 bars. Holiday Inn Resort Lake George - Adirondack Area by IHG 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. A top sight in the area is Lake George. In Chestertown, there are 115 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. Additionally, you'll find Lake George in the area. 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.

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