Top 10 Hotels in Chestertown, NY from ￥10,676 - Competitive Prices

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

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Our top choices for Chestertown hotels

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

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

A wooden cabin room with a round table, a chair, a bed with a colorful quilt, a television, and a dog standing by the door.

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

1. Pine Tree Motel & Cabins

Chestertown

Andrew

￥27,888

￥30,956 total

includes taxes & fees

Aug 31 - Sep 1

2. Friends Lake Inn

Chestertown

Jonathan

￥22,215

￥24,660 total

includes taxes & fees

Sep 8 - Sep 9

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 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.

3. The Fern Lodge

Chestertown

robert

￥62,618

￥69,507 total

includes taxes & fees

Sep 8 - Sep 9

A log cabin-style building with a porch, windows, and a green roof.

A room with a wooden bench, a table, and chairs. There is a map on the wall and a window with a curtain.

A wooden cabin with a picnic table and a barbecue grill.

A room with two beds, wooden walls, a window, a desk with a computer, and a lamp.

4. Super 8 by Wyndham Lake George/Warrensburg Area

Lake George

LAURA

￥11,703

￥12,989 total

includes taxes & fees

Sep 8 - Sep 9

An indoor swimming pool with a view of the city through large windows, a seating area with chairs, and a ceiling with exposed beams.

5. Spark by Hilton Lake George Outlets

Lake George

Maria

￥16,857

￥18,711 total

includes taxes & fees

Sep 20 - Sep 21

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

A modern building with a parking lot, landscaped areas with flowers, and a clear sky.

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

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

6. Wingate by Wyndham Lake George

Lake George

Subimal

￥11,832

￥13,134 total

includes taxes & fees

Sep 8 - Sep 9

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

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

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

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

Queensbury

Dianne

￥15,777

￥17,515 total

includes taxes & fees

Sep 20 - Sep 21

A hotel room with two beds, a desk, a chair, a lamp, and two framed pictures on the wall.

A bathroom with a sink, mirror, towel rack, hair dryer, and toilet.

A two-story building with a covered entrance and a sign indicating an indoor pool.

A living room with a sofa, armchair, and coffee table, two windows with curtains, and a tiled floor.

8. Point Hotel Queensbury

Queensbury

￥14,183

￥15,742 total

includes taxes & fees

Sep 8 - Sep 9

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

A building with a covered porch, white doors, and a row of white plastic chairs.

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.

9. Adirondack Retreat Inn & Suites

Lake George

Beth ann

￥14,309

￥16,454 total

includes taxes & fees

Aug 31 - Sep 1

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

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.

A spacious lobby with a curved staircase, a reception desk, and a decorative wall.

10. La Quinta Inn & Suites by Wyndham Lake George

Lake George

Mohammed

￥14,765

￥16,388 total

includes taxes & fees

Sep 13 - Sep 14

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 dining area with a round table, four chairs, and a window with blinds.

A two-story white building with a porch, labeled "Maple Leaf Lodge".

11. Maple Leaf Motel

Schroon Lake

Jennifer

￥18,502

￥20,907 total

includes taxes & fees

Aug 31 - Sep 1

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

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.

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

12. The Alpine Lodge

North Creek

Michael

￥17,305

￥20,914 total

includes taxes & fees

Sep 20 - Sep 21

A flagpole with an American flag, a red Adirondack chair, and a building with a red awning in the background.

A hotel room with a bed, a desk with a computer, a chair, a small table, and a window with curtains.

A room with two patterned armchairs, a small round table, and a painting on the wall.

A motel with a white exterior, a fenced yard, and a large tree in front.

13. Fran Cove Motel

Lake George

Gordon

￥11,155

￥12,752 total

includes taxes & fees

Sep 1 - Sep 2

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 hotel room with a large bed, a nightstand with a lamp, a coffee maker, and a view of the outdoors.

14. Super 8 by Wyndham Lake George/Downtown

Lake George

Jessika

￥11,219

￥12,770 total

includes taxes & fees

Sep 14 - Sep 15

A hotel room with two beds, a desk, a chair, a TV, and a wall with decorative mirrors.

A two-story building with a sign reading "Howard Johnson."

A bathroom with a sink, mirror, towel rack, shower, and toilet.

A reception area with a counter, seating, a TV, and informational posters.

15. Howard Johnson by Wyndham Lake George

Lake George

Brian

￥12,589

￥13,974 total

includes taxes & fees

Sep 14 - Sep 15

A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.

A wooden bear sculpture with a sign reading "Admiral Motel" in front of a building with outdoor seating.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A white building with a yellow awning, a porch with flowers, and American flags.

16. Admiral Motel

Lake George

Grayson

￥12,478

￥13,850 total

includes taxes & fees

Sep 1 - Sep 2

A fireplace with a deer head decoration, candles, and a log.

A rustic kitchen with wooden stools, a wooden counter, and a framed picture on the wall.

A hotel with a porch, outdoor seating, and a view of a street and mountains.

A beach with a concrete walkway leading to the water, surrounded by hills and a clear sky.

17. The Motel Montreal

Lake George

Sylvain

￥8,223

￥22,455 total

includes taxes & fees

Aug 31 - Sep 1

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

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

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

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

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

Queensbury

￥18,773

￥20,839 total

includes taxes & fees

Sep 8 - Sep 9

A hotel room with two beds, a nightstand, a lamp, and a framed picture on the wall.

A conference room with rows of tables, chairs, and a podium.

A restaurant with wooden tables and chairs, a kitchen area, and a counter with food items.

An indoor swimming pool with clear water, red safety flooring, and lounge chairs along the wall.

19. Baymont by Wyndham Queensbury / Lake George

Queensbury

Chrisona

￥12,047

￥13,372 total

includes taxes & fees

Sep 20 - Sep 21

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.

20. Gore Mountain Lodge

North Creek

Henry

￥21,468

￥23,828 total

includes taxes & fees

Sep 27 - Sep 28

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Where to stay in Chestertown

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

Chester Shores

Chester Shores

When in Chester Shores, you can plan a visit to Loon Lake Beach and Loon Lake, some noteworthy sights in the nearby area.

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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

A snowy lodge with cabins and tall pine trees.

Top Chestertown Hotel Reviews

Comfort Inn & Suites Lake George

10/10 Excellent

"Nice quiet hotel with friendly staff."

Great Escape Lodge & Indoor Waterpark

10/10 Excellent

"Very cool weekend escape with the kids."

Tiki Resort

10/10 Excellent

"My wife and kids had an amazing time at the Tiki Resort. Room was spacious, clean and updated. Staff was friendly, and the make to order breakfast was great. In close proximity to downtown , very private and kids enjoyed both pools. Would definitely stay again"

The Georgian Lakeside Resort

10/10 Excellent

"Room was clean bar was great and restaurant we ate breakfast there and order appetizers at pool bar.nice place beach pool and bar on property.Also can walk to town Seen fireworks show right from bar"

Baymont by Wyndham Queensbury / Lake George

10/10 Excellent

"N/A"

Adirondack Retreat Inn & Suites

8/10 Good

"Check in was a breeze. We had a room with a jacuzzi tub. One must realize that this property as well as most of the lakeside motels are old. The room had knotty pine walls and big beams. Great old fashioned vibe. There was a nice closet and some built in drawers as well as a dresser. The room was very clean and the bathroom clean as well. The jacuzzi worked great. This is a larger property with multiple buildings. Motel style, you can park right in front of your room. Our building was nearest to the swimming pool which is enclosed in a glass structure. We were in there for hours. The location is at the North end of the strip and a short walk to the shops and restaurants. We enjoyed our stay and have zero complaints."

The Queensbury Hotel

8/10 Good

"The only problem was that the WiFi service was spotty."

La Quinta Inn & Suites by Wyndham Lake George

8/10 Good

"The hotel was very clean as well as the room. Breakfast was good. We just booked this hotel for the kiddie pool. The kiddie pool was shut down as well as the hot tub."

Howard Johnson by Wyndham Lake George

8/10 Good

"Comfortable bed with great pillows! Clean room! Great location! Only hitch, not enough hooks in bathroom."

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

24 Big Boom Rd Queensbury NY

￥9,617

￥10,676 total

Sep 14 - Sep 15

includes taxes & fees

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY

￥12,047

￥13,372 total

Sep 20 - Sep 21

includes taxes & fees

7.6/10 Good! (1,084 reviews)

Howard Johnson by Wyndham Lake George

99 Canada St Lake George NY

￥12,589

￥13,974 total

Sep 14 - Sep 15

includes taxes & fees

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY

￥14,309

￥16,454 total

Aug 31 - Sep 1

includes taxes & fees

9.4/10 Exceptional! (1,009 reviews)

The Georgian Lakeside Resort

384 Canada Street Lake George NY

￥17,370

￥19,281 total

Sep 13 - Sep 14

includes taxes & fees

8.8/10 Excellent! (1,005 reviews)

Comfort Inn & Suites Lake George

4054 State Route 9L Lake George NY

￥18,502

￥20,537 total

Sep 13 - Sep 14

includes taxes & fees

8.8/10 Excellent! (1,005 reviews)

Frequently asked questions

Where is the best place to stay in Chestertown?

Based on Expedia's traveler preferences, Pine Tree Motel & Cabins is a top place to stay in Chestertown. Two other choices for your visit to 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 vacation rentals that Chestertown has to offer?

Eagles Nest at Loon Lake near Gore Mountain: Visitors like this Chestertown vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Our travelers also rate Elizabeth. 15 minutes to Lake George. Seasonal Heated Pool. as a favorite 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 that most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.

Where can I learn more about changing or cancelling my trip to Chestertown?

For more details about changing or cancelling your trip to Chestertown, head over to our customer service page.

What's the best LGBTQ-friendly place to stay 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 pet-friendly accommodation in Chestertown?

Pine Tree Motel & Cabins is a top pet-friendly option for your stay. Other good choices for you and your pet 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 vacation 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 accommodations 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 feature an onsite pool. View all hotels with pools in Chestertown.

What's the most popular 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 favorite water park hotel in ChestertownCheck out all hotels with or near waterparks in Chestertown.

What's the best hotel for staying near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Chestertown like?

Visitors to Chestertown are sure to enjoy the lakeside setting. Tourists can also enjoy the city's coffeehouses, forests, and seafood restaurants. In Chestertown, there are 115 hotels and other accommodations to choose from. Find out more about Chestertown.

What should I see while I'm in Chestertown?

Natural beauty is on display at Friends Lake, Loon Lake, and Hudson River. A couple of additional sights to add to your agenda are Loon Lake Beach and Tripp Pond. Check out what more to see and do in Expedia's Chestertown guide.

What's the weather like in Chestertown?

The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.

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Find hotels in Chestertown, NY from ￥10,676

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chestertown

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Chestertown hotels

1. Pine Tree Motel & Cabins

2. Friends Lake Inn

3. The Fern Lodge

4. Super 8 by Wyndham Lake George/Warrensburg Area

5. Spark by Hilton Lake George Outlets

6. Wingate by Wyndham Lake George

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

8. Point Hotel Queensbury

9. Adirondack Retreat Inn & Suites

10. La Quinta Inn & Suites by Wyndham Lake George

11. Maple Leaf Motel

12. The Alpine Lodge

13. Fran Cove Motel

14. Super 8 by Wyndham Lake George/Downtown

15. Howard Johnson by Wyndham Lake George

16. Admiral Motel

17. The Motel Montreal

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

19. Baymont by Wyndham Queensbury / Lake George

20. Gore Mountain Lodge

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

Comfort Inn & Suites Lake George

Great Escape Lodge & Indoor Waterpark

Tiki Resort

The Georgian Lakeside Resort

Baymont by Wyndham Queensbury / Lake George

Adirondack Retreat Inn & Suites

The Queensbury Hotel

La Quinta Inn & Suites by Wyndham Lake George

Howard Johnson by Wyndham Lake George

More cheap stays in Chestertown

Days Inn by Wyndham Queensbury/Lake George

Baymont by Wyndham Queensbury / Lake George

Howard Johnson by Wyndham Lake George

Adirondack Retreat Inn & Suites

The Georgian Lakeside Resort

Comfort Inn & Suites Lake George

Frequently asked questions

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