𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Chestertown from RM266 (2026) - Fully Refundable Options

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

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Our top choices for Chestertown hotels

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

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

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

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

1. The Fern Lodge

Chestertown

robert

RM1,638

RM1,818 total

includes taxes & fees

15 Oct - 16 Oct

2. Friends Lake Inn

Chestertown

Pierre

RM450

RM500 total

includes taxes & fees

22 Oct - 23 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 modern bar area with a central island, bar stools, and seating.

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

Queensbury

James

RM404

RM448 total

includes taxes & fees

2 Nov - 3 Nov

A lakeside cabin with a wooden deck and a view of the lake.

A lakeside hotel with a dock, lounge chairs, and a view of autumn trees.

A log cabin with a balcony and a stone foundation.

A cozy cabin interior with a stone fireplace, wooden furniture, a kitchen area, and a balcony.

4. Trout House Village Resort

Hague

Matthew

RM426

RM575 total

includes taxes & fees

25 Oct - 26 Oct

A bar area with wooden bar stools, a bar counter, and a ceiling with intricate designs.

A cozy corner with a blue cushioned bench, green upholstered chairs, and a wooden table.

A neatly made bed with white linens and pillows, a grey upholstered headboard, and a wooden nightstand with a white lamp.

A bar area with leather chairs, a wooden counter, and decorative lighting.

5. The Inn of Lake George

Lake George

Matthew

RM468

RM519 total

includes taxes & fees

9 Nov - 10 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 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.

6. Lodges At Cresthaven

Lake George

Lourdes

RM608

RM674 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

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

Lake George

JAEHYUN

RM457

RM508 total

includes taxes & fees

12 Nov - 13 Nov

A hotel room with two beds, a map on the wall, and a door.

A room with a dark wooden floor, a red chair, a black desk, and a framed black and white photograph on the wall.

A gym with various weightlifting equipment, including dumbbells and a bench.

A conference room with round tables, black leather chairs, and a chandelier.

8. The Queensbury Hotel

Glens Falls

Patricia

RM456

RM506 total

includes taxes & fees

18 Oct - 19 Oct

A cozy fireplace with a stone wall, a wooden shelf with books and candles, and a table with a bowl of apples and wine glasses.

A log cabin with a wooden door, red shutters, and a brick pathway leading to the entrance.

A group of Adirondack chairs arranged around a stone fire pit with a scenic view of a forested valley and mountains in the background.

A wooden interior with a large open door leading to a kitchen area, a staircase, and a wooden floor.

9. Garnet Hill Lodge

North River

Jonathan

RM523

RM580 total

includes taxes & fees

5 Nov - 6 Nov

A lakeside view with docked boats, a gazebo, and a clear view of the lake and surrounding hills.

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 two-story building with a balcony on the upper floor, a covered porch, and a picnic table in the front yard.

A two-story house with a balcony, a parked van, and a car in the driveway.

10. Tea Island Resort

Lake George

Mary

RM393

RM436 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with a built-in microwave, coffee maker, and dishwasher.

A hotel room with two beds, a desk, a chair, a TV, a wardrobe, and a bathroom.

A modern building with a flat roof, concrete structures, and a paved area with small plants.

A multi-story hotel with a modern design, featuring a prominent 'HOME 2' sign on the facade.

11. Home2 Suites by Hilton Queensbury Lake George

Queensbury

Lynne

RM432

RM480 total

includes taxes & fees

3 Nov - 4 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 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 couple sitting on a green sofa in a hotel lobby with a tiled floor and wooden shelves in the background.

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

12. Courtyard by Marriott Lake George

Lake George

SANDRA

RM506

RM562 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.

A compact hotel room with a kitchenette, a dining area, a bed, and a TV.

A hotel room with two beds, a balcony, and a view of neighboring houses.

A cozy room with a large bed, a fireplace, a stone wall, and wooden beams on the ceiling.

13. Adirondack Retreat Inn & Suites

Lake George

Heather

RM401

RM461 total

includes taxes & fees

15 Oct - 16 Oct

A fire pit with logs surrounded by rocks, and several Adirondack chairs arranged around it.

A room with two beds, each with a bear and tree pattern bedspread. There is a sign on the wall that says "LAKE".

A swimming pool with lounge chairs and a covered area with a red roof.

A lodge with a red roof, multiple windows, and a porch with blue chairs.

14. Luzerne Court Motel

Lake Luzerne

Fallon

RM445

RM494 total

includes taxes & fees

17 Oct - 18 Oct

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

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

A patio area with a stone fire pit, white outdoor furniture, and a white picket fence.

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

15. Quality Inn Lake George

Lake George

Andrea

RM478

RM530 total

includes taxes & fees

3 Nov - 4 Nov

A patio area with a stone floor, green lawn, and outdoor furniture.

A covered outdoor deck with wooden furniture and a hanging planter.

A compact kitchen with white cabinets, a stove, and a microwave. There's a dining area with a wooden table and chairs.

A building with a wooden deck, a covered porch, and a number '2' sign.

16. Adirondack Sunrise Motel and Cabins

Lake George

Valerie

RM455

RM505 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

Queensbury

Nicole

RM323

RM358 total

includes taxes & fees

8 Nov - 9 Nov

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

An outdoor patio with tables and chairs, large windows, and a stone wall.

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

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

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

Queensbury

Carlos

RM392

RM435 total

includes taxes & fees

8 Nov - 9 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 stone fireplace with a wooden mantel, surrounded by a wooden gazebo with a triangular roof, and a stone pathway leading to it.

19. The Alpine Lodge

North Creek

Richard

RM526

RM627 total

includes taxes & fees

29 Oct - 30 Oct

A covered outdoor seating area with wooden benches and chairs, overlooking a residential neighborhood and a lake.

A front door with a blue door and a hanging flower basket.

A room with a light blue bench, a lamp, and a framed painting on the wall.

A swimming pool with a view of a lake and a white fence.

20. Inn on the Hill

Lake George

Helen

RM366

RM407 total

includes taxes & fees

14 Oct - 15 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.

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.

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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

Tiki Resort

8/10 Good

"every thing was great but on our side of the hotel we didn’t have wifi and the kids were a little upset i think the hotel was very clean and the staff was nice but i think they need to update their servers for the wifi to accommodate the entire hotel so everyone staying can have access to the internet"

Great Escape Lodge & Indoor Waterpark

10/10 Excellent

"rooms were clean ,staff were very friendly and helpful ,kids really enjoyed the swimming are, they never wanted to leave the park."

The Queensbury Hotel

8/10 Good

"Rooms were clean and beds comfortable. The pool area was lovely. Mobility impaired guests may have challenges with this historic hotel but staff are accommodating."

Lakefront Terrace Resort

8/10 Good

"The view from our room was great! We were right on the lake."

Depe Dene Lakeside Resort

10/10 Excellent

"It was great! Was here for a wedding for two days, and the 3 bedroom cabin easily and comfortably fit 6 adults. It was nice to have room to spread out and all have our own space. My mom questioned if the heater/AC would be enough for the whole cabin because it’s in the living room and it was a cold weekend, but it cranked and we had to turn in down at bedtime because it was a little hot. Overall a cute place, with a good lake view and comfortable cabin. Would definitely stay again."

Surfside On The Lake

10/10 Excellent

"The staff was helpful and the room was clean"

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent

"everything good and valued"

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good

"We loved staying there. Very clean, helpful happy staff and good food. Top it all off with a beautiful view of Lake George from several windowd."

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent

"Excellent hotel in a great location. It was very quiet near lake George and restaurants"

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

24 Big Boom Rd Queensbury NY

RM240

RM266 total

1 Nov - 2 Nov

includes taxes & fees

5.4/10 (1,005 reviews)

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY

RM309

RM343 total

15 Oct - 16 Oct

includes taxes & fees

7.6/10 Good! (1,129 reviews)

Spark by Hilton Lake George Outlets

1454 State Route 9 Lake George NY

RM316

RM350 total

1 Nov - 2 Nov

includes taxes & fees

8.2/10 Very good! (1,005 reviews)

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY

RM401

RM461 total

15 Oct - 16 Oct

includes taxes & fees

9.2/10 Wonderful! (1,006 reviews)

The Georgian Lakeside Resort

384 Canada Street Lake George NY

RM445

RM494 total

15 Oct - 16 Oct

includes taxes & fees

Surfside On The Lake

400 Canada Street Lake George NY

RM374

RM517 total

14 Oct - 15 Oct

includes taxes & fees

8/10 Very good! (857 reviews)

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 RM266

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. The Fern Lodge

2. Friends Lake Inn

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

4. Trout House Village Resort

5. The Inn of Lake George

6. Lodges At Cresthaven

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

8. The Queensbury Hotel

9. Garnet Hill Lodge

10. Tea Island Resort

11. Home2 Suites by Hilton Queensbury Lake George

12. Courtyard by Marriott Lake George

13. Adirondack Retreat Inn & Suites

14. Luzerne Court Motel

15. Quality Inn Lake George

16. Adirondack Sunrise Motel and Cabins

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

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

19. The Alpine Lodge

20. Inn on the Hill

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

Tiki Resort

Great Escape Lodge & Indoor Waterpark

The Queensbury Hotel

Lakefront Terrace Resort

Depe Dene Lakeside Resort

Surfside On The Lake

Baymont by Wyndham Queensbury / Lake George

Holiday Inn Resort Lake George - Adirondack Area by IHG

La Quinta Inn & Suites by Wyndham Lake George

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

Frequently asked questions

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