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

Chestertown Hotels

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Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Chestertown hotels

Premier Room
Premier Room
Premier Room | Television
Premier Room

1. Friends Lake Inn

Friends Lake Inn
Chestertown
United States
Jonathan
€137
includes taxes & fees
13 Sept - 14 Sept
Friends Lake Inn
Exterior
Room, 2 Double Beds
Reception
BBQ/picnic Area

2. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
Chestertown
United States
Andrew
€166
includes taxes & fees
27 Aug - 28 Aug
Pine Tree Motel & Cabins
Lake view
Luxury Room, Hot Tub, Lake View (Forest)
Lake
Garden

3. The Fern Lodge

The Fern Lodge
Chestertown
United States
robert
€439
includes taxes & fees
27 Aug - 28 Aug
The Fern Lodge
Exterior
Lobby
Double Room, 2 Double Beds
Room, 1 Double Bed, Accessible, Non Smoking (Bathtub) | BBQ/picnic Area

4. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
Lake George
United States
eric
€67
includes taxes & fees
8 Sept - 9 Sept
Super 8 by Wyndham Lake George/Warrensburg Area
Premium Room
Premium Room | Private kitchen
Garden
Room

5. The Alpine Lodge

The Alpine Lodge
North Creek
United States
Michael
€112
includes taxes & fees
27 Aug - 28 Aug
The Alpine Lodge
Exterior
Premium House, Non Smoking, Lake View | Living area
Property grounds
Sun deck

6. The Juliana Resort

The Juliana Resort
Diamond Point
United States
Jozefina
€97
includes taxes & fees
23 Sept - 24 Sept
The Juliana Resort
Indoor/outdoor pool
Room
Deluxe Jacuzzi Queen with Fireplace
Living area

7. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
Lake George
United States
Beth ann
€97
includes taxes & fees
27 Aug - 28 Aug
Adirondack Retreat Inn & Suites
Restaurant
Meeting facility
Bar (on property)
Fireplace

8. Gore Mountain Lodge

Gore Mountain Lodge
North Creek
United States
Henry
€153
includes taxes & fees
27 Aug - 28 Aug
Gore Mountain Lodge
Premium Chalet, Multiple Beds | Exterior
Dock
Couples’ dining
Exterior

9. Lodge at Schroon Lake

Lodge at Schroon Lake
Schroon Lake
United States
Helen
€156
includes taxes & fees
23 Sept - 24 Sept
Lodge at Schroon Lake
Reception
Property grounds
Pool
Exterior

10. Admiral Motel

Admiral Motel
Lake George
United States
Grayson
€74
includes taxes & fees
1 Sept - 2 Sept
Admiral Motel
Pool
Fitness facility
Exterior
Reception

11. Spark by Hilton Lake George Outlets

Spark by Hilton Lake George Outlets
Lake George
United States
Maria
€101
includes taxes & fees
13 Sept - 14 Sept
Spark by Hilton Lake George Outlets
Lobby
Pool
Lobby
Property amenity

12. Quality Inn Lake George

Quality Inn Lake George
Lake George
United States
Gloria
€120
includes taxes & fees
16 Sept - 17 Sept
Quality Inn Lake George
Room, 2 Queen Beds, Non Smoking
Bathroom
Exterior
Reception

13. Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
Lake George
United States
Brian
€75
includes taxes & fees
16 Sept - 17 Sept
Howard Johnson by Wyndham Lake George
Property amenity
Outdoor pool
Breakfast area
Room, 1 Queen Bed, Non Smoking, Pool View

14. Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown
Lake George
Canada
Jessika
€69
includes taxes & fees
14 Sept - 15 Sept
Super 8 by Wyndham Lake George/Downtown
Balcony
1 Apartment | 2 Bedrooms, Non-Smoking | Balcony
Exclusive House, Multiple Beds, Non Smoking, Kitchen
Indoor pool

15. Studio 6 Lake George, NY - Adirondacks

Studio 6 Lake George, NY - Adirondacks
Lake George
United States
Anatoliy
€76
includes taxes & fees
17 Sept - 18 Sept
Studio 6 Lake George, NY - Adirondacks
Exterior
Beach
Lakeview One-Bedroom Beach Suite | Terrace/patio
Living area

16. Depe Dene Lakeside Resort

Depe Dene Lakeside Resort
Lake George
United States
Melissa
€93
includes taxes & fees
17 Sept - 18 Sept
Depe Dene Lakeside Resort
Terrace/patio
Sports facility
Lobby
Lobby

17. Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
Lake George
United States
Jose
€116
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Lake George
Bar (on property)
Bar (on property)
Breakfast area
Dining

18. The Georgian Lakeside Resort

The Georgian Lakeside Resort
Lake George
United States
Denise
€104
includes taxes & fees
13 Sept - 14 Sept
The Georgian Lakeside Resort
Apartment (0 Bedroom) | Interior
Apartment (0 Bedroom) | Interior
Apartment (0 Bedroom) | Interior
Apartment (0 Bedroom) | Interior

19. Schroon Lake Room < 1 Mi to Marina & Beach!

Schroon Lake Room < 1 Mi to Marina & Beach!
Schroon Lake
United States
Kevin
€145
includes taxes & fees
27 Aug - 28 Aug
Schroon Lake Room < 1 Mi to Marina & Beach!
Gazebo
Property grounds
Outdoor pool
Property entrance

20. Heritage of Lake George

Heritage of Lake George
Lake George
United States
Elizabeth
€79
includes taxes & fees
3 Sept - 4 Sept
Heritage of Lake George
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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

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.
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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.
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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.
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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.
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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 snowy lodge with cabins and tall pine trees.
Photo by Julie Miller

Top Chestertown Hotel Reviews

The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Great experience, will stay again."
lenny 1-night trip
Posted less than an hour ago
The Queensbury Hotel
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

10/10 Excellent
"Nice rooms with full kitchen. Easy parking right outside room. Great location near main area of town. Not luxurious but clean and well maintained. Reasonably priced. Friendly and helpful staff."
Neil 3-night trip
Posted 2 hours ago
Adirondack Retreat Inn & Suites
Nordick's Inn

Nordick's Inn

10/10 Excellent
"Rooms were very clean and staff was great. Would recommend"
Michael 3-night trip
Posted 11 hours ago
Nordick's Inn
Tiki Resort

Tiki Resort

8/10 Good
"We had a great stay at Tiki Resort in Lake George! The location was perfect for everything we wanted to do, and it was especially convenient being right in the heart of Lake George. The room was clean and comfortable, and the staff were friendly and helpful throughout our stay. We also really enjoyed the pool area, which was a great bonus. It was the perfect spot for a quick getaway, and we would definitely stay here again when we’re back in Lake George. Great location, comfortable accommodations, and a fun, relaxed atmosphere!"
Carly 1-night trip
Posted 11 hours ago
Tiki Resort
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

8/10 Good
"Very good place near the highway"
René 1-night trip
Posted 11 hours ago
Baymont by Wyndham Queensbury / Lake George
The Georgian Lakeside Resort

The Georgian Lakeside Resort

10/10 Excellent
"Great location , clean and cabana bar and pool are awesome. Heated pool open late"
Mark 2-night trip
Posted 17 hours ago
The Georgian Lakeside Resort
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

10/10 Excellent
"Very clean, and friendly staffs."
JIMMY 2-night trip
Posted 1 day ago
Comfort Inn & Suites Lake George
Days Inn by Wyndham Queensbury/Lake George

Days Inn by Wyndham Queensbury/Lake George

8/10 Good
"I was able to sleep well. Not much noise at night. Just an overall poor feeling. Could use a bit more cleaning and maintenance."
Howard 3-night trip
Posted 2 days ago
Days Inn by Wyndham Queensbury/Lake George
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

10/10 Excellent
"."
Bob 2-night trip
Posted 2 days ago
Holiday Inn Resort Lake George - Adirondack Area by IHG

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

Days Inn by Wyndham Queensbury/Lake George

24 Big Boom Rd Queensbury NY
€57
13 Sept - 14 Sept
includes taxes & fees
Days Inn by Wyndham Queensbury/Lake George
Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY
€72
20 Sept - 21 Sept
includes taxes & fees
7.6/10 Good! (1,077 reviews)
Baymont by Wyndham Queensbury / Lake George
Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George

99 Canada St Lake George NY
€75
16 Sept - 17 Sept
includes taxes & fees
8/10 Very good! (1,037 reviews)
Howard Johnson by Wyndham Lake George
Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY
€97
27 Aug - 28 Aug
includes taxes & fees
9.4/10 Exceptional! (1,001 reviews)
Adirondack Retreat Inn & Suites
The Georgian Lakeside Resort

The Georgian Lakeside Resort

384 Canada Street Lake George NY
€104
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (999 reviews)
The Georgian Lakeside Resort
Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George

4054 State Route 9L Lake George NY
€119
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Comfort Inn & Suites Lake George

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 The Queensbury Hotel and La Quinta Inn & Suites by Wyndham Lake George. See all available top hotels, or vacation rentals in Chestertown.
What are some of the best holiday rentals that Chestertown has to offer?
Eagles Nest at Loon Lake near Gore Mountain: This highly rated holiday home rental in 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 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Our travellers also rate Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool. as a favourite home for rent in Chestertown. 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. Other good options for you and your pet's trip include Waterfront 1860s Farmhouse, Private Hot Tub, Fire Pit, Pond, Canoe, Walk to Town and Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing. 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: Provides 2 restaurants, an indoor pool and 2 bars. La Quinta Inn & Suites by Wyndham Lake George and Holiday Inn Resort Lake George - Adirondack Area by IHG 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 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 114 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 Friends Lake, Loon Lake and Hudson River. A couple of additional sights to add to your itinerary are Loon Lake Beach 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.

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