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Hotels in Chestertown

November 2026
December 2026

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Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8

Where to stay in Chestertown?

Room
Room
Television
Room

1. Friends Lake Inn

Friends Lake Inn
Chestertown
$103
$115 total
includes taxes & fees
Oct 26 - Oct 27
Friends Lake Inn
A log cabin-style building with a porch, windows, and a green roof.
A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.
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.

2. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
$65
$72 total
includes taxes & fees
Nov 8 - Nov 9
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".

3. The Alpine Lodge

The Alpine Lodge
North Creek
$134
$159 total
includes taxes & fees
Nov 24 - Nov 25
The Alpine Lodge
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.

4. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
$132
$182 total
includes taxes & fees
Oct 27 - Oct 28
Lodge at Schroon Lake
Room
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
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 bar area with wooden chairs, a counter with a glass display, and hanging lights.

5. Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George
$112
$124 total
includes taxes & fees
Nov 2 - Nov 3
Courtyard by Marriott Lake George
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."
A bar area with wooden windows, shelves of liquor bottles, and glasses.
A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.
A rustic interior with wooden beams, a large window, and multiple tables and chairs.

6. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
$149
$165 total
includes taxes & fees
Oct 26 - Oct 27
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.

7. La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George
$84
$93 total
includes taxes & fees
Oct 28 - Oct 29
La Quinta Inn & Suites by Wyndham Lake George
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.
A spacious lobby with a high ceiling, a staircase, and a reception desk.
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A hotel room with a large bed, a bench, a TV, and a window with curtains.

8. Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George
$98
$108 total
includes taxes & fees
Nov 23 - Nov 24
Comfort Inn & Suites Lake George
An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.
Breakfast area
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.

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Queensbury
$78
$87 total
includes taxes & fees
Nov 15 - Nov 16
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.
A room with a view of a lake and autumn foliage through large windows.
A spacious room with a stone fireplace, wooden beams, and a herringbone-patterned floor.
A conference room with large windows offering a view of a mountainous landscape.

10. Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
Silver Bay
$91
$101 total
includes taxes & fees
Nov 15 - Nov 16
Silver Bay YMCA Inn and Conference Center
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 interior with yellow rocking chairs, a white table, and a grey couch.
A hotel room with two beds, a bedside table with a phone, a lamp, and artwork on the wall.
A modern building with a parking lot and a fenced area.

11. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
$77
$86 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton Lake George Outlets
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.
An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
A hotel with a covered entrance, large windows, and a parking lot.

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

Holiday Inn Resort Lake George - Adirondack Area by IHG
Lake George
$107
$119 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Resort Lake George - Adirondack Area by IHG
A cozy room with a fireplace, wooden furniture, and a framed picture of the Adirondack High Peaks.
A hotel room with a bed, a wooden dresser with drawers, a television on top, a desk with a chair, and a mirror on the wall.
A white car parked in a lot with other vehicles, trees, and a sunset in the background.
A snow-covered cabin with a wooden exterior and a single visible door.

13. North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
North Creek
$113
$125 total
includes taxes & fees
Nov 15 - Nov 16
North Creek Lodge at Gore Mountain
An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, wooden cabinets, and a bar area with stools.
A lakeside lodge with a wooden exterior, a deck, and a row of beach chairs under umbrellas.
A terrace with outdoor seating, a view of a lake, and a dock.

14. Lodges At Cresthaven

Lodges At Cresthaven
Lake George
$149
$165 total
includes taxes & fees
Nov 9 - Nov 10
Lodges At Cresthaven
A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.
A living room with a grey sectional sofa, a round mirror, a lamp, and a patterned rug.
A two-story white building with a porch, labeled "Maple Leaf Lodge".
A dining area with a round table, four chairs, and a window with blinds.

15. Maple Leaf Motel

Maple Leaf Motel
Schroon Lake
$129
$146 total
includes taxes & fees
Oct 26 - Oct 27
Maple Leaf Motel
An outdoor patio with a wooden pergola, stone walls, and a fire feature.
A rustic bar area with a wooden counter, coffee machines, and a variety of coffee cups and mugs.
A cozy living room with a fireplace, comfortable seating, and a large window.
A rectangular swimming pool with a metal ladder, surrounded by a fence and outdoor seating.

16. Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown
Lake George
$71
$81 total
includes taxes & fees
Oct 26 - Oct 27
Super 8 by Wyndham Lake George/Downtown
Dining
A hotel room with a bed, a desk, a chair, a TV, and a wardrobe.
A white public house with a prominent bell tower, a large arched window, and a sign indicating its location in North Creek.
A log cabin interior with round tables, chairs, a fireplace, and a bar area.

17. Public House

Public House
North Creek
$152
$169 total
includes taxes & fees
Oct 26 - Oct 27
Public House
A spacious living area with a sofa, a chandelier, and a clock on the wall.
A patio area with a stone fire pit, white outdoor furniture, and a white picket fence.
A hotel with a swimming pool, multiple lounge chairs, and a white fence surrounding the area.
A two-story building with a pool, white railings, and a garden with rocks and flowers.

18. Quality Inn Lake George

Quality Inn Lake George
Lake George
$123
$137 total
includes taxes & fees
Oct 29 - Oct 30
Quality Inn Lake George
A lobby with a TV displaying a programming schedule, a reception desk, and seating areas with yellow chairs and a sofa.
A spacious living area with a sofa, coffee table, and a chandelier. There are potted plants and a magazine rack.
A corner bathroom with a freestanding bathtub, a potted plant, and two framed floral paintings on the wall.
A modern building with a parking lot, landscaped areas with flowers, and a clear sky.

19. Wingate by Wyndham Lake George

Wingate by Wyndham Lake George
Lake George
$79
$88 total
includes taxes & fees
Oct 26 - Oct 27
Wingate by Wyndham Lake George
A hotel with a swimming pool, parking lot, and a view of a lake and mountains.
A reception desk with a stone wall, two framed pictures, and a door in the background.
A restaurant with multiple tables and chairs, a counter with a beverage dispenser, and a menu board.
A modern office space with a coffee machine, microwave, computer desk, and a potted plant.

20. Skyline Hotel Lake George

Skyline Hotel Lake George
Lake George
$72
$80 total
includes taxes & fees
Nov 1 - Nov 2
Skyline Hotel Lake George
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Go beyond your typical stay in Chestertown

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Our prices for hotels in Chestertown are cheapest in September

Price trends for hotels in Chestertown

Pricing is based on two traveler single night rates
View properties in October

October

High 14°C / low 5°C. Cloudy most days.
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Monthly weather averages (˚C)

Top neighborhoods in Chestertown

Chester Shores

Chestertown's Chester Shores neighborhood offers attractions including Loon Lake.

Top landmarks in Chestertown

Loon Lake

8.8/10 (8 reviews)
Loon Lake is 3.2 mi (5.2 km) from central Chestertown, why not stop by during your stay.
See properties

Friends Lake

9.4/10 (14 reviews)
Friends Lake is 2.8 mi (4.5 km) from central Chestertown, why not stop by during your stay.
See properties

Loon Lake Beach

8.4/10 (7 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Loon Lake Beach located 2 mi (3.3 km) from central Chestertown.
See properties

Tripp Pond

8.6/10 (4 reviews)
Tripp Pond is 3.9 mi (6.3 km) from central Chestertown, why not stop by during your stay.
See properties

Learn more about Chestertown

Chestertown is well-known for its attractions such as Loon Lake Beach and Friends Lake. The city has something for everyone including sights like Loon Lake and Hudson River within a secluded setting.

See all hotels in Chestertown
A waterfront town with a pier, dock, and several buildings.

Check out reviews of Chestertown hotels guests love

An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.
A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, wooden cabinets, and a bar area with stools.
A lakeside lodge with a wooden exterior, a deck, and a row of beach chairs under umbrellas.
A terrace with outdoor seating, a view of a lake, and a dock.

Lodges At Cresthaven

Lodges At Cresthaven
Lake George

10/10 Exceptional

United States
Sheila
Lodges At Cresthaven
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

10/10 Exceptional

United States
Kim
The Alpine Lodge
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

10/10 Exceptional

United States
Connie
Lodge at Schroon Lake
A bar area with wooden bar stools, a bar counter, and a ceiling with intricate designs.
A bar area with leather chairs, a wooden counter, and decorative lighting.
A cozy corner with a blue cushioned bench, green upholstered chairs, and a wooden table.
A two-story house with a stone archway entrance, a gabled roof, and a symmetrical facade.

The Inn of Lake George

The Inn of Lake George
Lake George

10/10 Exceptional

United States
Helmut
The Inn of Lake George
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.
An indoor swimming pool with a brick floor, lounge chairs, and a stone wall.
A hotel with a covered entrance, large windows, and a parking lot.

Holiday Inn Resort Lake George - Adirondack Area by IHG

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

10/10 Exceptional

United States
Thomas
Holiday Inn Resort Lake George - Adirondack Area by IHG
A spacious living area with a sofa, a chandelier, and a clock on the wall.
A patio area with a stone fire pit, white outdoor furniture, and a white picket fence.
A hotel with a swimming pool, multiple lounge chairs, and a white fence surrounding the area.
A two-story building with a pool, white railings, and a garden with rocks and flowers.

Quality Inn Lake George

Quality Inn Lake George
Lake George

10/10 Exceptional

United States
tourists
Quality Inn Lake George
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."
A bar area with wooden windows, shelves of liquor bottles, and glasses.
A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.
A rustic interior with wooden beams, a large window, and multiple tables and chairs.

Gore Mountain Lodge

Gore Mountain Lodge
North Creek

10/10 Exceptional

United States
Anonymous traveler
Gore Mountain Lodge
Room
A modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.
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 bar area with wooden chairs, a counter with a glass display, and hanging lights.

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
Lake George

10/10 Exceptional

United States
Anonymous traveler
Courtyard by Marriott Lake George
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.

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
Lake George

10/10 Exceptional

United States
Brian
La Quinta Inn & Suites by Wyndham Lake George
A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.
A spacious lobby with a high ceiling, a staircase, and a reception desk.
A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.
A hotel room with a large bed, a bench, a TV, and a window with curtains.

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
Lake George

10/10 Exceptional

United States
Steven
Comfort Inn & Suites Lake George
A log cabin-style building with a porch, windows, and a green roof.
A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.
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.

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George

10/10 Exceptional

United States
Michelle
Super 8 by Wyndham Lake George/Warrensburg Area
A large, historic hotel with multiple buildings, a well-maintained lawn, and a mountainous backdrop.
A room with a view of a lake and autumn foliage through large windows.
A spacious room with a stone fireplace, wooden beams, and a herringbone-patterned floor.
A conference room with large windows offering a view of a mountainous landscape.

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
Silver Bay

10/10 Exceptional

United States
Kimberly
Silver Bay YMCA Inn and Conference Center
A lakeside view with docked boats, a gazebo, and a clear view of the lake and surrounding hills.
A two-story house with a balcony, a parked van, and a car in the driveway.
A hotel room with two beds, each with a wooden headboard, a bedside table with a lamp, and a red blanket on one bed.
A hotel with outdoor seating and a view of a lake.

Tea Island Resort

Tea Island Resort
Lake George

10/10 Exceptional

United States
Gail
Tea Island Resort
An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.
A spacious lobby with a stone fireplace, blue seating, and a large chandelier.
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.

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George

10/10 Exceptional

United States
Scott
Hampton Inn & Suites Lake George

Frequently Asked Questions

What accommodations do travelers like in Chestertown?

Guests like Pine Tree Motel & Cabins.

Can I book a refundable accommodation in Chestertown?

If you want the flexibility to change your plans to Chestertown, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Chestertown if I want a vacation home instead of a hotel?

If you're looking for a good alternative to a hotel, look over our selection of 62 vacation homes. You can also consider one of the 5 apartments or 19 cottages.

What will the weather in Chestertown be like during my visit?

The warmest months in Chestertown are usually July and August with an average temp of 65°F. January and February are the chilliest months when the average temp is 25°F. The rainiest months are June and July.

Why should I book my Chestertown hotel with Hotels.com?

There are plenty of reasons to book your Chestertown travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.