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

Chestertown Hotels from โ‚น6,808

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Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Chestertown hotels

Room
Room
Television
Room

1. Friends Lake Inn

Friends Lake Inn
Chestertown
United States
Pierre
โ‚น9,514
โ‚น10,561 total
includes taxes & fees
2 Nov - 3 Nov
Friends Lake Inn
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.
A hotel room with a large bed, a bench, a TV, and a window with curtains.
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A spacious lobby with a high ceiling, a staircase, and a reception desk.

2. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
United States
Artyom
โ‚น9,321
โ‚น10,346 total
includes taxes & fees
24 Nov - 25 Nov
Comfort Inn & Suites Lake George
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.
A wooden-framed bed with a plaid blanket, a headboard with antlers, and a mounted picture.
A stone fireplace with a wooden mantel, surrounded by a wooden gazebo with a triangular roof, and a stone pathway leading to it.
A two-story building with a dark exterior, a covered front porch, and a sign reading "TALPINE LODGE".

3. The Alpine Lodge

The Alpine Lodge
North Creek
United States
Patricia
โ‚น12,007
โ‚น14,343 total
includes taxes & fees
29 Oct - 30 Oct
The Alpine Lodge
Room
A hotel room with two beds, a desk, a chair, a large window with a view of a lake and hills, and a carpeted floor.
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
A couple sitting on a green sofa in a hotel lobby with a tiled floor and wooden shelves in the background.

4. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
United States
Bob
โ‚น10,596
โ‚น11,761 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Lake George
A modern living room with a fireplace, a flat-screen TV mounted on the wall, and a large window.
A gym with exercise equipment, a wooden floor, and a grey carpeted area.
A modern bar area with a central island, bar stools, and seating.
A swimming pool with clear water, a lifeguard chair, and a no diving sign.

5. Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
Queensbury
United States
James
โ‚น8,796
โ‚น9,764 total
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A modern bar area with a white countertop, multiple stools, and a variety of bottles and glasses.
A spa area with a hot tub, seating, and a view of the outdoors.
A spacious dining area with a high ceiling, large windows, and a mix of seating arrangements including a bench and individual chairs.

6. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
United States
PATRICIA
โ‚น9,765
โ‚น10,839 total
includes taxes & fees
2 Nov - 3 Nov
Hampton Inn & Suites Lake George
A row of cabins with balconies, a well-maintained lawn, and a lake view.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.
A bar area with a central island, wooden chairs, and a stone fireplace.
A log cabin with a wooden porch and stone walls, surrounded by a well-maintained garden with various plants and flowers.

7. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
United States
Marco
โ‚น11,279
โ‚น15,857 total
includes taxes & fees
27 Oct - 28 Oct
Lodge at Schroon Lake
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.
A spacious lobby with a reception desk, seating area, staircase, and fireplace.
A hotel room with a kitchenette, a bed, a desk, a chair, and a large mirror.
Breakfast area

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
United States
Nicole
โ‚น7,424
โ‚น8,240 total
includes taxes & fees
15 Nov - 16 Nov
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A modern hotel entrance with a covered waiting area, stone pillars, and a blue-lit facade.
A modern hotel lobby with a seating area, a bar, and a kitchen in the background.
A modern restaurant with wooden tables and chairs, a bar area, and a patterned booth seating.
An outdoor patio with tables and chairs, large windows, and a stone wall.

9. Holiday Inn Express Queensbury - Lake George Area by IHG

Holiday Inn Express Queensbury - Lake George Area by IHG
Queensbury
United States
Gary
โ‚น8,830
โ‚น9,801 total
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Queensbury - Lake George Area by IHG
A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.
A hotel lobby with a reception desk, seating area, stone fireplace, and large windows.
A spacious living area with a stone fireplace, comfortable seating, a large window with a view, and a chandelier.
A hotel with a covered entrance, large windows, and a parking lot.

10. Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
United States
HAGOP
โ‚น10,539
โ‚น11,698 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Resort Lake George - Adirondack Area by IHG
A dining area with multiple tables and chairs, a kitchen counter, and a television mounted on the wall.
A lobby with a fireplace, seating area, and a television mounted on the wall.
A hotel room with a bed, a bedside table with a lamp, a bathroom with a sink and mirror, and a door leading to another room.
A hotel with a swimming pool, parking lot, and a view of a lake and mountains.

11. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
United States
Claudio
โ‚น6,860
โ‚น7,614 total
includes taxes & fees
1 Nov - 2 Nov
Skyline Hotel Lake George
A spacious living area with a sofa, a chandelier, and a clock on the wall.
A hotel with a swimming pool, multiple lounge chairs, and a white fence surrounding the area.
A spacious kitchen with a central island, a chandelier, and a ceiling fan.
A two-story building with a pool, white railings, and a garden with rocks and flowers.

12. Quality Inn Lake George

Quality Inn Lake George
Lake George
United States
Laura
โ‚น11,721
โ‚น13,010 total
includes taxes & fees
29 Oct - 30 Oct
Quality Inn Lake George
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
A terrace with outdoor seating, a view of a lake, and a dock.
A snow-covered lodge with cabins, a clear view of a lake, and mountains in the background.
A lakeside lodge with a wooden exterior, a deck, and a row of beach chairs under umbrellas.

13. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
United States
christopher
โ‚น14,123
โ‚น15,676 total
includes taxes & fees
9 Nov - 10 Nov
Lodges At Cresthaven
A hotel lobby with a checkered floor, a reception desk, and seating areas.
A large indoor swimming pool with a skylight, lounge chairs, and a tiled floor.
A dining area with round tables, chairs, potted plants, and framed pictures on the walls.
A spacious hall with high ceilings, ornate columns, and chandeliers.

14. The Queensbury Hotel

The Queensbury Hotel
Glens Falls
United States
Kirk
โ‚น10,596
โ‚น11,760 total
includes taxes & fees
29 Oct - 30 Oct
The Queensbury Hotel
A log cabin-style building with a porch, windows, and a green roof.
A room with a wooden dining table and chairs, a window with lace curtains, and a radiator.
A room with a wooden bench, a table, and chairs. There is a map on the wall and a window with a curtain.
A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.

15. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
United States
Augustine
โ‚น6,133
โ‚น6,808 total
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Lake George/Warrensburg Area
An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.
A modern kitchen area with a wooden counter, a coffee machine, and a sign that reads 'Delight in the day.'
A hotel reception desk with a wooden counter, two computer monitors, and a colorful abstract painting above.
A modern interior with yellow rocking chairs, a white table, and a grey couch.

16. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
Canada
Melanie
โ‚น7,337
โ‚น8,144 total
includes taxes & fees
1 Nov - 2 Nov
Spark by Hilton Lake George Outlets
An outdoor patio with seating arrangements, a fire pit, and a pergola structure.
Breakfast area
Fitness facility
Bathroom

17. Home2 Suites by Hilton Queensbury Lake George

Home2 Suites by Hilton Queensbury Lake George
Queensbury
United States
Patrick
โ‚น10,043
โ‚น11,148 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites by Hilton Queensbury Lake George
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."
A yurt interior with a central wood-burning stove, leather seating, and a traditional rug.
A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.
A bar area with wooden windows, shelves of liquor bottles, and glasses.

18. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
United States
Jennifer
โ‚น12,732
โ‚น14,131 total
includes taxes & fees
27 Oct - 28 Oct
Gore Mountain Lodge
A pool area with a yellow water slide and a pool.
A hotel with a prominent 'LAQUINTA' sign, a covered entrance, and a parking lot.
A hotel room with a large bathtub, a bed with white bedding, a dark headboard, and a black and white patterned floor.
A spacious lobby with a Christmas tree, seating area, and a spiral staircase.

19. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
United States
Debra
โ‚น7,989
โ‚น8,868 total
includes taxes & fees
28 Oct - 29 Oct
La Quinta Inn & Suites by Wyndham Lake George
An outdoor dining area with a fire feature, surrounded by white furniture and a gazebo.
A dining area with multiple tables and chairs, chandeliers, and large windows with a view of a lake.
A river with a large white boat docked at a pier, surrounded by autumn-colored trees and buildings in the background.
A hotel with multiple floors, a parking lot, and a view of a body of water.

20. Fort William Henry Hotel and Conference Center

Fort William Henry Hotel and Conference Center
Lake George
United States
IMTIAZ
โ‚น9,282
โ‚น12,106 total
includes taxes & fees
29 Oct - 30 Oct
Fort William Henry Hotel and Conference Center
View all properties

Hotels recommended for families in Chestertown

A log cabin-style building with a porch, windows, and a green roof.
A room with a wooden dining table and chairs, a window with lace curtains, and a radiator.
A room with a wooden bench, a table, and chairs. There is a map on the wall and a window with a curtain.
A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
โ‚น6,133
โ‚น6,808 total
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Lake George/Warrensburg Area
A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.
A wooden-framed bed with a plaid blanket, a headboard with antlers, and a mounted picture.
A stone fireplace with a wooden mantel, surrounded by a wooden gazebo with a triangular roof, and a stone pathway leading to it.
A two-story building with a dark exterior, a covered front porch, and a sign reading "TALPINE LODGE".

The Alpine Lodge

The Alpine Lodge
North Creek
โ‚น12,007
โ‚น14,343 total
includes taxes & fees
29 Oct - 30 Oct
The Alpine Lodge
A poolside area with lounge chairs and umbrellas, a bar, and a view of the sea and mountains at night.
A table with a meal, a drink, and a view of the sea.
A bar area with a view of a lake and hills, a chalkboard menu, and a variety of bottles and glasses.
A marina with docked boats, a covered seating area, and a view of a lake with mountains in the background.

The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
The Georgian Lakeside Resort
Room
A hotel room with two beds, a desk, a chair, a large window with a view of a lake and hills, and a carpeted floor.
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
A couple sitting on a green sofa in a hotel lobby with a tiled floor and wooden shelves in the background.

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
โ‚น10,596
โ‚น11,761 total
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott Lake George
A dining area with multiple tables and chairs, a kitchen counter, and a television mounted on the wall.
A lobby with a fireplace, seating area, and a television mounted on the wall.
A hotel room with a bed, a bedside table with a lamp, a bathroom with a sink and mirror, and a door leading to another room.
A hotel with a swimming pool, parking lot, and a view of a lake and mountains.

Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
โ‚น6,860
โ‚น7,614 total
includes taxes & fees
1 Nov - 2 Nov
Skyline Hotel Lake George
A row of cabins with balconies, a well-maintained lawn, and a lake view.
A dining area with a table set for four, large windows offering a view of a lake and trees, and a stone wall in the background.
A bar area with a central island, wooden chairs, and a stone fireplace.
A log cabin with a wooden porch and stone walls, surrounded by a well-maintained garden with various plants and flowers.

Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
โ‚น11,279
โ‚น15,857 total
includes taxes & fees
27 Oct - 28 Oct
Lodge at Schroon Lake
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Where to stay in Chestertown

Find the best Chestertown areas for the activities you enjoy most.Learn more about Chestertown
Learn more about Chestertown

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

8.8/10 (8 reviews)
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

Friends Lake

9.4/10 (14 reviews)
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 Beach

8.4/10 (7 reviews)
Loon Lake Beach offers crystal-clear waters against the backdrop of the Adirondack Mountains. Enjoy a day of swimming and picnicking in this serene natural setting, where sandy shores meet lush greenery.
See properties

Tripp Pond

8.6/10 (4 reviews)
Tripp Pond offers a tranquil escape with calm waters surrounded by lush forests in Chestertown, New York. Enjoy peaceful fishing or kayaking while taking in the natural beauty of the Adirondack landscape.
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 waterfront town with a pier, dock, and several buildings.

Top Chestertown Hotel Reviews

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

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

10/10 Excellent
"xxxx xxxxx xxxx xxxxx xxxxx"
Keith 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

8/10 Good
"I stayed here just one night so as to break up a long trip of driving. There are tons of properties in this area to choose from and I like to pick a place that has a hot tub which helps me unwind from a long drive. Yepโ€ฆ hot tub out of order and roped off. The other selling point for me is breakfast on site so I donโ€™t need to stop when I leave. I had a cup of coffee and part of the waffleโ€ฆ the rest was cold and mediocre. The bed was comfortable and the room was mostly clean. The off season rate was super reasonable so I guess you get what you pay for."
Monte Allen 1-night trip
Posted 9 hours ago
La Quinta Inn & Suites by Wyndham Lake George
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

10/10 Excellent
"cool"
Rudy 1-night trip
Posted 10 hours ago
Howard Johnson by Wyndham Lake George
The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Beautiful property"
Jennifer 1-night trip
Posted 10 hours ago
The Queensbury Hotel
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent
"Listen, itโ€™s not the ritz. But itโ€™s an extremely nice inn, in a quiet location: with well furnished rooms, in room microwaves, washer and dryer, and an extremely courteous staff. Will absolutely stay here again."
Austin 1-night trip
Posted 11 hours ago
Baymont by Wyndham Queensbury / Lake George
Great Escape Lodge & Indoor Waterpark

Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Our stay at the Great Escape Lodge was excellent! When checking in, staff told us where everything was located which was super helpful! We had tons of fun in the indoor water park and the arcade! The theme park is only a short walk away, which was extremely fun! I highly recommend this Lodge!"
Timothy 2-night trip
Posted 12 hours ago
Great Escape Lodge & Indoor Waterpark
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"The rooms are very clean and very neat and nice size"
David 1-night trip
Posted 17 hours ago
The Georgian Lakeside Resort
Friends Lake Inn

Friends Lake Inn

10/10 Excellent
"Such a cute place! Beds were comfy, breakfast was delicious and staff was very kind and accommodating. Would definitely recommend!!"
Chrissy 1-night trip
Posted 3 days ago
Friends Lake Inn

More cheap stays in Chestertown

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY
โ‚น7,178
โ‚น7,967 total
27 Oct - 28 Oct
includes taxes & fees
7.6/10 Good! (1,133 reviews)
Baymont by Wyndham Queensbury / Lake George
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

4054 State Route 9L Lake George NY
โ‚น9,321
โ‚น10,346 total
24 Nov - 25 Nov
includes taxes & fees
Comfort Inn & Suites Lake George
The Georgian Lakeside Resort

The Georgian Lakeside Resort

384 Canada Street Lake George NY
Get rates
8.6/10 Excellent! (1,011 reviews)
The Georgian Lakeside Resort
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY
Get ratesAdirondack Retreat Inn & Suites
Surfside On The Lake

Surfside On The Lake

400 Canada Street Lake George NY
Get ratesSurfside On The Lake
Depe Dene Lakeside Resort

Depe Dene Lakeside Resort

3494 Lake Shore Drive Lake George NY
Get ratesDepe Dene Lakeside Resort

Frequently asked questions

Where is the best place to stay in Chestertown?
Based on Expedia's traveller preferences, Pine Tree Motel & Cabins is a top place to stay in Chestertown. Other good choices for your stay in the area are Great Escape Lodge & Indoor Waterpark and La Quinta Inn & Suites by Wyndham Lake George. 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?
La Quinta Inn & Suites by Wyndham Lake George: Hotel located near Great Escape. Features buffet, an indoor pool and free self parking. The Georgian Lakeside Resort and The Queensbury Hotel 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 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. 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 18ยฐC, while the coldest months are January and February, with an average of -4ยฐC. 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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