Best Chestertown Hotels in 2026 from HK$392 - Fully Refundable Options

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

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

Go beyond your typical stay in Chestertown

Apartment

Pool

Castle

Waterpark

Hot tub

Cottage

Family friendly

Pet friendly

Condo

Cabin

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Chestertown hotels

1. Friends Lake Inn

Chestertown

Michael

HK$901

HK$1,000 total

includes taxes & fees

22 Oct - 23 Oct

A small, single-story house with a gabled roof and a front porch.

A wooden arbor structure in a grassy area with two potted plants.

A room with wooden walls, a bed, a dresser, a television, and a small refrigerator.

A small wooden cabin with a porch and two chairs in front.

2. Pine Tree Motel & Cabins

Chestertown

John

HK$1,373

HK$1,524 total

includes taxes & fees

11 Oct - 12 Oct

A lakeside setting with a boat docked near the shore, surrounded by trees and a fire pit area with seating.

A pathway leading to a lake surrounded by dense forest and a wooden signpost.

A wooden cabin interior with a stone fireplace, a wooden bathtub, and a view of a lake.

A cozy room with a stone fireplace, a comfortable sofa, and a table with books and snacks.

3. The Fern Lodge

Chestertown

robert

HK$3,147

HK$3,493 total

includes taxes & fees

8 Nov - 9 Nov

Two people dining at an outdoor table with a pizza and drinks, overlooking a lake with a boat and hills in the background.

A bar area with wooden chairs, a counter with a glass display, and hanging lights.

A couple sitting on a green sofa in a hotel lobby with a tiled floor and wooden shelves in the background.

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.

4. Courtyard by Marriott Lake George

Lake George

Natalie

HK$973

HK$1,080 total

includes taxes & fees

10 Nov - 11 Nov

A hotel entrance with a stone facade, a covered entrance area, and a landscaped driveway.

A Comfort Inn & Suites sign with a blue background and a yellow stripe.

A spacious lobby with a high ceiling, a staircase, and a reception desk.

A hotel room with a large bed, a bench, a TV, and a window with curtains.

5. Comfort Inn & Suites Lake George

Lake George

Deborah

HK$794

HK$881 total

includes taxes & fees

10 Nov - 11 Nov

A row of cabins with balconies, a well-maintained lawn, and a lake view.

A lakeside property with docked boats, a stone pathway, and a view of the surrounding forest and buildings.

A log cabin with a wooden porch and stone walls, surrounded by a well-maintained garden with various plants and flowers.

A bar area with a central island, wooden chairs, and a stone fireplace.

6. Lodge at Schroon Lake

Schroon Lake

Michaelangelo

HK$1,082

HK$1,480 total

includes taxes & fees

1 Nov - 2 Nov

A cozy log cabin interior with a stone fireplace, wooden ceiling, and a large arched window.

A two-story building with a dark exterior, a covered front porch, and a sign reading "TALPINE LODGE".

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.

7. The Alpine Lodge

North Creek

Richard

HK$983

HK$1,175 total

includes taxes & fees

27 Oct - 28 Oct

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 modern bar area with a white countertop, multiple stools, and a variety of bottles and glasses.

A spacious dining area with a high ceiling, large windows, and a mix of seating arrangements including a bench and individual chairs.

8. Hampton Inn & Suites Lake George

Lake George

PATRICIA

HK$794

HK$881 total

includes taxes & fees

29 Oct - 30 Oct

A patio area with a stone fire pit, wooden chairs, and tables, surrounded by a building with large windows and a stone facade.

A spacious living area with a stone fireplace, comfortable seating, a large window with a view, and a chandelier.

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.

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

Lake George

JAEHYUN

HK$879

HK$976 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with red Adirondack chairs, a wooden pergola, and a covered seating area with picnic tables.

A hotel room with a kitchenette, a bed, a desk, a chair, and a large mirror.

A spacious lobby with a reception desk, seating area, staircase, and fireplace.

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

Queensbury

Brian

HK$620

HK$689 total

includes taxes & fees

1 Nov - 2 Nov

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 wooden cabin with a picnic table and a barbecue grill.

11. Super 8 by Wyndham Lake George/Warrensburg Area

Lake George

James

HK$560

HK$622 total

includes taxes & fees

8 Nov - 9 Nov

A spacious living area with a sofa, a chandelier, and a clock on the wall.

A two-story building with a pool, white railings, and a garden with rocks and flowers.

A spacious kitchen with a central island, a chandelier, and a ceiling fan.

A hotel with a swimming pool, multiple lounge chairs, and a white fence surrounding the area.

12. Quality Inn Lake George

Lake George

Stephanie

HK$867

HK$962 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a fireplace, a flat-screen TV mounted on the wall, and a large window.

A modern bar area with a central island, bar stools, and seating.

A Fairfield Inn & Suites hotel with a modern exterior, a stone pillar, and a well-lit entrance.

A gym with exercise equipment, a wooden floor, and a grey carpeted area.

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

Queensbury

James

HK$813

HK$902 total

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a lakeside property with a dock, a gazebo, and a large house with a porch.

A wooden deck with white railings leading to a lakeside view.

A grand wooden staircase with a handrail, leading to a high ceiling with a chandelier.

A beach with rows of red chairs and a dock with boats.

14. Depe Dene Lakeside Resort

Lake George

Jessica

HK$770

HK$854 total

includes taxes & fees

12 Oct - 13 Oct

A pool area with a yellow water slide and a pool.

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 curved staircase, a reception desk, and a decorative wall.

A hotel with a prominent 'LAQUINTA' sign, a covered entrance, and a parking lot.

15. La Quinta Inn & Suites by Wyndham Lake George

Lake George

Robert

HK$660

HK$733 total

includes taxes & fees

8 Nov - 9 Nov

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.

16. The Georgian Lakeside Resort

Lake George

cait

HK$855

HK$950 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with a bed, bedside tables, a desk, a chair, a television, and a painting on the wall.

A hotel with a swimming pool, parking lot, and a view of a lake and mountains.

A swimming pool with white lounge chairs and a blue umbrella.

A lobby with a fireplace, seating area, and a television mounted on the wall.

17. Skyline Hotel Lake George

Lake George

Alessandro

HK$567

HK$629 total

includes taxes & fees

10 Nov - 11 Nov

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 hotel reception area with a modern design, featuring a reception desk, a digital screen, and a wooden floor.

A modern restaurant with wooden tables and chairs, a bar area, and a patterned booth seating.

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

Queensbury

Carlos

HK$769

HK$854 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with clear water, surrounded by stone walls and wooden windows.

A snow-covered lodge with cabins, a clear view of a lake, and mountains in the background.

A terrace with outdoor seating, a view of a lake, and a dock.

A wooden cabin interior with a kitchen featuring a stainless steel refrigerator, wooden cabinets, and a bar area with stools.

19. Lodges At Cresthaven

Lake George

Lourdes

HK$1,167

HK$1,296 total

includes taxes & fees

9 Nov - 10 Nov

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 hotel room with a large bed, bedside tables, a desk, and a window with curtains.

A residential area with two-story buildings, a well-maintained lawn, and a clear sky.

A modern building with a parking lot and a fenced area.

20. Spark by Hilton Lake George Outlets

Lake George

Julie Van

HK$606

HK$673 total

includes taxes & fees

5 Nov - 6 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Chestertown

Find the best Chestertown areas for the activities you enjoy most.

Chester Shores

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.

See properties

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

Top Chestertown Hotel Reviews

Baymont by Wyndham Queensbury / Lake George

8/10 Good

"Breakfast wasn’t very good"

Friends Lake Inn

8/10 Good

"The staff were very helpful and friendly. The amenities should be improved and the bathroom shower and tiles should be cleaner."

Fort William Henry Hotel and Conference Center

10/10 Excellent

"Side building are motel style with stairs, thin walls, carpet has moisture smell, otherwise clean rooms, plenty of parking."

Surfside On The Lake

8/10 Good

"Stayed here during a wedding weekend. The room was a little dated, but was clean and had the essential amenities for our stay. We arrived early and were allowed to check in as soon as we arrived (four hours ahead of the official check in time)."

Great Escape Lodge & Indoor Waterpark

8/10 Good

"Great value in the area to be honest. Great price compared to other options in the area. Very convenient location to Lake George and the Worlds Biggest Garage Sale."

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good

"This property is very well-maintained and clean. Their rooms are fresh and updated and the property looks relaxing and inviting. We didn’t really use any of the amenities, but it was well situated. The only thing I would say is if you’re looking for something on the water or with water views, this is not the property for you. Other than that, it’s well worth a visit."

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

10/10 Excellent

"We really enjoyed our stay here. The room was very clean and comfortable with some updates. The carpet in the main hallways could do with updating. The breakfast was delicious with several options. Snacks and a bottle of water were given free as extras. In all it was a good location for a variety of restaurants and shopping, and to visit Lake George."

The Georgian Lakeside Resort

8/10 Good

"Room was sparkling clean but the smell of the cleaning chemicals vas very strong in the air that gave us both headache. Even after airing the room, the smell lingered around."

Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.

10/10 Excellent

"The property is immense! We ended up being 7 adults and 6 children and there was no problem with sleeping/playing space. The pool is immaculately maintained. Although there were a couple of bumps in the road, the owner and staff were quick to remedy. I particularly enjoyed the screened in porch! A true pleasure for a gal not into dealing with the negative parts of nature, i.e. bugs, bees, etc.! I would heartily recommend this property for fun loving families...with a shout out to The Remington Restaurant who accomodated our large family with wonderful food and drink!"

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

24 Big Boom Rd Queensbury NY

HK$460

HK$511 total

5 Nov - 6 Nov

includes taxes & fees

5.4/10 (1,002 reviews)

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY

HK$593

HK$658 total

13 Oct - 14 Oct

includes taxes & fees

7.6/10 Good! (1,123 reviews)

Spark by Hilton Lake George Outlets

1454 State Route 9 Lake George NY

HK$606

HK$673 total

5 Nov - 6 Nov

includes taxes & fees

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY

HK$770

HK$885 total

11 Oct - 12 Oct

includes taxes & fees

The Georgian Lakeside Resort

384 Canada Street Lake George NY

HK$855

HK$950 total

11 Oct - 12 Oct

includes taxes & fees

8.6/10 Excellent! (1,005 reviews)

Surfside On The Lake

400 Canada Street Lake George NY

HK$719

HK$994 total

12 Oct - 13 Oct

includes taxes & fees

8/10 Very good! (849 reviews)

Hotels in Chestertown with star-rating

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.

What are some of the best holiday rentals that Chestertown has to offer?

Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.: This highly rated holiday home rental in Chestertown is located on the waterfront, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 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 Eagles Nest at Loon Lake near Gore Mountain 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?

La Quinta Inn & Suites by Wyndham Lake George: Hotel located near Great Escape. Features buffet, an indoor pool and free self parking. Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool. and The Georgian Lakeside Resort 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 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 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

Car hire Fort Ann

Chestertown hotels from HK$392

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chestertown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chestertown hotels

1. Friends Lake Inn

2. Pine Tree Motel & Cabins

3. The Fern Lodge

4. Courtyard by Marriott Lake George

5. Comfort Inn & Suites Lake George

6. Lodge at Schroon Lake

7. The Alpine Lodge

8. Hampton Inn & Suites Lake George

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

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

11. Super 8 by Wyndham Lake George/Warrensburg Area

12. Quality Inn Lake George

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

14. Depe Dene Lakeside Resort

15. La Quinta Inn & Suites by Wyndham Lake George

16. The Georgian Lakeside Resort

17. Skyline Hotel Lake George

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

19. Lodges At Cresthaven

20. Spark by Hilton Lake George Outlets

Where to stay in Chestertown

Chester Shores

Stay near popular Chestertown attractions

Loon Lake

Friends Lake

Loon Lake Beach

Tripp Pond

Learn more about Chestertown

Top Chestertown Hotel Reviews

Baymont by Wyndham Queensbury / Lake George

Friends Lake Inn

Fort William Henry Hotel and Conference Center

Surfside On The Lake

Great Escape Lodge & Indoor Waterpark

Holiday Inn Resort Lake George - Adirondack Area by IHG

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

The Georgian Lakeside Resort

Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool.

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

Baymont by Wyndham Queensbury / Lake George

Spark by Hilton Lake George Outlets

Adirondack Retreat Inn & Suites

The Georgian Lakeside Resort

Surfside On The Lake

Hotels in Chestertown with star-rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app