𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chestertown from RM254 (2026) - Fully Refundable Options

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

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Our top choices for Chestertown hotels

1. Friends Lake Inn

Chestertown

Pierre

RM426

RM473 total

includes taxes & fees

19 Oct - 20 Oct

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

A large, multi-story log cabin with a prominent chimney, surrounded by dense forest and rocky terrain.

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.

2. The Fern Lodge

Chestertown

robert

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 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.

3. Comfort Inn & Suites Lake George

Lake George

Artyom

RM413

RM458 total

includes taxes & fees

12 Nov - 13 Nov

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 modern lounge area with a round table, chairs, a fireplace, and a television mounted on a textured wall.

4. Courtyard by Marriott Lake George

Lake George

Bob

RM506

RM562 total

includes taxes & fees

2 Nov - 3 Nov

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 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.

5. Lodge at Schroon Lake

Schroon Lake

Marco

RM503

RM702 total

includes taxes & fees

8 Nov - 9 Nov

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 hotel with a covered entrance, large windows, and a parking lot.

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

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

Lake George

suzanne

RM457

RM507 total

includes taxes & fees

16 Nov - 17 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 kitchen with wooden cabinets, stainless steel appliances, granite countertops, and pendant lighting.

A wooden-framed bed with a plaid blanket, a headboard with antlers, and a mounted picture.

7. The Alpine Lodge

North Creek

Patricia

RM525

RM627 total

includes taxes & fees

29 Oct - 30 Oct

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.

A spacious living area with a staircase, a fireplace, a sofa, and a coffee table.

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

Queensbury

Nicole

RM323

RM358 total

includes taxes & fees

15 Nov - 16 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 bench, a table, and chairs. There is a map on the wall and a window with a curtain.

A room with a wooden dining table and chairs, a window with lace curtains, and a radiator.

9. Super 8 by Wyndham Lake George/Warrensburg Area

Lake George

James

RM291

RM324 total

includes taxes & fees

8 Nov - 9 Nov

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

A spa area with a hot tub, seating, and a view of the outdoors.

10. Hampton Inn & Suites Lake George

Lake George

PATRICIA

RM420

RM466 total

includes taxes & fees

28 Oct - 29 Oct

A modern hotel entrance with a covered waiting area, stone pillars, and a blue-lit facade.

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

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

A modern hotel lobby with a seating area, a bar, and a kitchen in the background.

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

Queensbury

Carlos

RM363

RM403 total

includes taxes & fees

15 Nov - 16 Nov

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

12. Quality Inn Lake George

Lake George

Andrea

RM477

RM530 total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with two beds, a desk with a television, and a window with curtains.

A hotel pool area with multiple pools, lounge chairs, and a covered seating area.

A dining area with a table and chairs, a kitchen area with a microwave and stove, and a television in the living room.

A compact kitchen with wooden cabinets, a white refrigerator, a microwave, and a coffee maker on the countertop.

13. Skyline Hotel Lake George

Lake George

Alessandro

RM295

RM327 total

includes taxes & fees

27 Oct - 28 Oct

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 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.

14. Lodges At Cresthaven

Lake George

Lisa

RM370

RM410 total

includes taxes & fees

10 Nov - 11 Nov

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 Christmas tree, seating area, and a spiral staircase.

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

Michael

RM343

RM381 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

A swimming pool with clear water, a lifeguard chair, and a no diving sign.

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

Queensbury

James

RM403

RM448 total

includes taxes & fees

16 Nov - 17 Nov

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.

17. Maple Leaf Motel

Schroon Lake

Danielle

RM527

RM595 total

includes taxes & fees

18 Oct - 19 Oct

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 gym with treadmills, an elliptical, a bench press, a water dispenser, and a TV on the wall.

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.

18. Spark by Hilton Lake George Outlets

Lake George

Julie Van

RM315

RM350 total

includes taxes & fees

1 Nov - 2 Nov

A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

A lodge sign with a mountain graphic, surrounded by greenery and two yellow chairs.

A yurt interior with a central wood-burning stove, leather seating, and a traditional rug.

A rustic interior with wooden beams, a large window, and multiple tables and chairs.

19. Gore Mountain Lodge

North Creek

Jennifer

RM547

RM607 total

includes taxes & fees

16 Nov - 17 Nov

A lobby with a TV displaying a programming schedule, a reception desk, and seating areas with yellow chairs and a sofa.

A corner bathroom with a freestanding bathtub, a potted plant, and two framed floral paintings on the wall.

A spacious living area with a sofa, coffee table, and a chandelier. There are potted plants and a magazine rack.

A restaurant with a coffee station, seating area, and a TV mounted on the wall.

20. Wingate by Wyndham Lake George

Lake George

Fatima

RM323

RM359 total

includes taxes & fees

25 Oct - 26 Oct

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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.

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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

Top Chestertown Hotel Reviews

Surfside On The Lake

10/10 Excellent

"Great spot in Lake placid with wonderful views and rooms!"

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent

"Thank you to all the Family I’ll shall see you soon"

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good

"The hotel and the property is gorgeous! The staff were all friendly and the food in the restaurant was very good. The only problem was when we came back at night after being at an outdoor wedding and I was freezing cold. We had no hot water. I was not able to take the shower that I so desperately wanted .When I mentioned it to the staff in the morning when we were checking out, they simply apologized but had no reason why there was no hot water in our room. That was disappointing. It was 5:30 in the morning, I was rushing to catch a flight, so I did not pursue it further with the management."

Howard Johnson by Wyndham Lake George

10/10 Excellent

"Very enjoyable stay will return"

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent

"Clean"

Courtyard by Marriott Lake George

10/10 Excellent

"The location was perfect and staff were excellent. The only thing missing was a coffee and tea bar."

Depe Dene Lakeside Resort

10/10 Excellent

"The lake views were amazing!! The room was big and clean, nice amenities. However the grounds are hard to Navigate. It is a very steep hill bumpy road not well maintained roads"

Tiki Resort

10/10 Excellent

"Clean room, easy parking, helpful staff. Stayed for 1 night, no complains."

Great Escape Lodge & Indoor Waterpark

8/10 Good

"Had to walk to far from checking in to my room! Room number was 305! My wife has Parkinson’s and it was very difficult for her to walk that distance!"

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

24 Big Boom Rd Queensbury NY

RM229

RM254 total

27 Oct - 28 Oct

includes taxes & fees

5.4/10 (1,003 reviews)

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY

RM309

RM342 total

28 Oct - 29 Oct

includes taxes & fees

7.6/10 Good! (1,129 reviews)

Spark by Hilton Lake George Outlets

1454 State Route 9 Lake George NY

RM315

RM350 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

The Georgian Lakeside Resort

384 Canada Street Lake George NY

RM445

RM494 total

18 Oct - 19 Oct

includes taxes & fees

Surfside On The Lake

400 Canada Street Lake George NY

RM452

RM604 total

18 Oct - 19 Oct

includes taxes & fees

8/10 Very good! (865 reviews)

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY

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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 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.

Chestertown hotels from RM254

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. The Fern Lodge

3. Comfort Inn & Suites Lake George

4. Courtyard by Marriott Lake George

5. Lodge at Schroon Lake

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

7. The Alpine Lodge

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

9. Super 8 by Wyndham Lake George/Warrensburg Area

10. Hampton Inn & Suites Lake George

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

12. Quality Inn Lake George

13. Skyline Hotel Lake George

14. Lodges At Cresthaven

15. La Quinta Inn & Suites by Wyndham Lake George

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

17. Maple Leaf Motel

18. Spark by Hilton Lake George Outlets

19. Gore Mountain Lodge

20. Wingate by Wyndham Lake George

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

Surfside On The Lake

Baymont by Wyndham Queensbury / Lake George

Holiday Inn Resort Lake George - Adirondack Area by IHG

Howard Johnson by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

Courtyard by Marriott Lake George

Depe Dene Lakeside Resort

Tiki Resort

Great Escape Lodge & Indoor Waterpark

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

Baymont by Wyndham Queensbury / Lake George

Spark by Hilton Lake George Outlets

The Georgian Lakeside Resort

Surfside On The Lake

Adirondack Retreat Inn & Suites

Frequently asked questions

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