Top 10 Hotels in Chestertown, NY from ₩113,907 - 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 small wooden cabin with a porch and two chairs in front.

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

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

1. Pine Tree Motel & Cabins

Chestertown

John

₩240,406

₩266,851 total

includes taxes & fees

Sep 24 - Sep 25

2. Friends Lake Inn

Chestertown

Jessica

₩166,460

₩184,766 total

includes taxes & fees

Sep 23 - Sep 24

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

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.

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

3. The Fern Lodge

Chestertown

robert

₩555,755

₩616,888 total

includes taxes & fees

Sep 23 - Sep 24

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 self-service beverage station with a refrigerator, microwave, and coffee maker.

A modern interior with yellow rocking chairs, a white table, and a grey couch.

A hotel room with a bed, a desk with a chair, a television, a lamp, and a framed picture on the wall.

4. Spark by Hilton Lake George Outlets

Lake George

Philip

₩135,356

₩150,245 total

includes taxes & fees

Oct 1 - Oct 2

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

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.

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

5. Super 8 by Wyndham Lake George/Warrensburg Area

Lake George

Andrew

₩102,756

₩114,060 total

includes taxes & fees

Oct 19 - Oct 20

A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.

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".

A bedroom with two beds, a wooden cabinet, a microwave, a toaster, and a small table.

6. Maple Leaf Motel

Schroon Lake

Richard

₩159,492

₩180,222 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with two beds, a desk with a computer and a television, a microwave, and a dresser.

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.

7. Point Hotel Queensbury

Queensbury

Konstatinos

₩136,001

₩150,961 total

includes taxes & fees

Sep 23 - Sep 24

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

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

8. Admiral Motel

Lake George

Nancy

₩110,038

₩122,141 total

includes taxes & fees

Sep 27 - Sep 28

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

A hotel pool area with lounge chairs and umbrellas, a clear sky, and a building with multiple windows.

9. Comfort Inn & Suites Lake George

Lake George

Deborah

₩148,763

₩165,126 total

includes taxes & fees

Sep 24 - Sep 25

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 restaurant with tables and chairs, large windows with a view of a beach and mountains, and a carpeted floor.

10. The Georgian Lakeside Resort

Lake George

cait

₩149,739

₩166,210 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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.

11. La Quinta Inn & Suites by Wyndham Lake George

Lake George

Laurie

₩115,601

₩128,317 total

includes taxes & fees

Oct 18 - Oct 19

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.

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

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

Queensbury

KELLY

₩126,385

₩140,287 total

includes taxes & fees

Oct 18 - Oct 19

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.

13. The Queensbury Hotel

Glens Falls

Pamela

₩153,310

₩170,174 total

includes taxes & fees

Oct 12 - Oct 13

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 kitchen with wooden cabinets, stainless steel appliances, granite countertops, and pendant lighting.

14. The Alpine Lodge

North Creek

Richard

₩152,345

₩183,951 total

includes taxes & fees

Sep 23 - Sep 24

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

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

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

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

15. Quality Inn Lake George

Lake George

David

₩163,421

₩181,398 total

includes taxes & fees

Oct 21 - Oct 22

A white building with a covered porch and a gazebo with flower baskets.

A swimming pool with green lounge chairs and a white picket fence.

A covered outdoor seating area with two green lounge chairs, a tree with pink flowers, and a parking area in the background.

A building with a sign reading "The Heritage of La".

16. Heritage of Lake George

Lake George

Shaun Marie

₩110,038

₩122,141 total

includes taxes & fees

Sep 24 - Sep 25

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

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

A modern living room with a sofa, coffee table, and artwork on the walls.

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

17. Depe Dene Lakeside Resort

Lake George

Jessica

₩113,747

₩126,248 total

includes taxes & fees

Sep 23 - Sep 24

An outdoor patio with a fire pit, dining tables, chairs, and umbrellas.

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

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

A spacious lobby with a stone fireplace, blue seating, and a large chandelier.

18. Hampton Inn & Suites Lake George

Lake George

Mark

₩149,862

₩166,348 total

includes taxes & fees

Oct 19 - Oct 20

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.

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

Queensbury

Mindi

₩148,777

₩165,143 total

includes taxes & fees

Oct 19 - Oct 20

A lakeside patio with wooden chairs, a fire pit, and boats in the background.

A waterfront deck with lounge chairs, a sailboat, and a dock extending into calm water.

A wooden building with a balcony, a clock, and a lifebuoy.

A beach with white lounge chairs and a pier extending into the water.

20. The Juliana Resort

Diamond Point

Heather

₩127,779

₩141,835 total

includes taxes & fees

Sep 23 - Sep 24

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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

Top Chestertown Hotel Reviews

Lakefront Terrace Resort

8/10 Good

"Good room product overall, could do with some deep cleaning esp the bathroom. the sink faucet was way too high so the whole time we had to use towels to keep the counter and floors dry. But good quaint lake view room."

Adirondack Retreat Inn & Suites

8/10 Good

"The room was clean and the property was well taken care of"

Super 8 by Wyndham Lake George/Downtown

8/10 Good

"The room was clean and well maintained but the carpet and lobby smelled old and moldy. Also the areas just outside the rooms were very dirty but the beds were comfy and clean."

The Queensbury Hotel

10/10 Excellent

"beautifully remodeled building. Close to restaurants."

Holiday Inn Resort Lake George - Adirondack Area by IHG

8/10 Good

"Great place to stay while in Lake George. Older property that has been updated well."

Tiki Resort

8/10 Good

"The room was updated nicely including a nice bathroom and shower. Beds were nice and all furniture in the room were new. Just 2 areas for improvements. The WIFI does not work in the rooms that are detached from the main building. Every time you try to connect the same message comes up and says cannot connect to WIFI at the time. Yet when you go into the main building you hook up right away. All that is needed is a repeater if proper strength attached to the building of rooms to correct this problem. This was the same problem the last time it stayed there. The other problem is it appears that the floors are not mopped after each stay. The evidence was I dropped a bit of water on the floor. I took a tissue to dry it up and the tissue turned black. We had just checked into the room. There is no reason why after each stay the main traffic areas which is very small is not properly mopped to keep the floor clean. No other issues."

Great Escape Lodge & Indoor Waterpark

10/10 Excellent

"Everything was great ..EXCEPT the Starbucks Cafe is not serving Starbucks coffee for $6 a cup. Lol.. its cheap brewed coffee and I dont know how they get away with it."

Depe Dene Lakeside Resort

8/10 Good

"Great place"

Nordick's Inn

10/10 Excellent

"It was an OK place to stay always room for improvement with cleanliness the Internet and the television were a bit of an issue with a loss of Internet constantly"

More cheap stays in Chestertown

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln Queensbury NY

₩102,619

₩113,907 total

Sep 24 - Sep 25

includes taxes & fees

7.6/10 Good! (1,117 reviews)

Super 8 by Wyndham Lake George/Warrensburg Area

3619 State Route 9 Lake George NY

₩102,756

₩114,060 total

Oct 19 - Oct 20

includes taxes & fees

8.6/10 Excellent! (1,003 reviews)

Howard Johnson by Wyndham Lake George

99 Canada St Lake George NY

₩103,031

₩114,364 total

Sep 27 - Sep 28

includes taxes & fees

8/10 Very Good! (1,006 reviews)

Spark by Hilton Lake George Outlets

1454 State Route 9 Lake George NY

₩135,356

₩150,245 total

Oct 1 - Oct 2

includes taxes & fees

Adirondack Retreat Inn & Suites

435 Canada Street Lake George NY

₩134,765

₩154,979 total

Sep 27 - Sep 28

includes taxes & fees

9.4/10 Exceptional! (1,012 reviews)

The Georgian Lakeside Resort

384 Canada Street Lake George NY

₩149,739

₩166,210 total

Sep 27 - Sep 28

includes taxes & fees

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 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 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. 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?

La Quinta Inn & Suites by Wyndham Lake George: Hotel located near Great Escape. Provides buffet, an indoor pool, and free self parking. The Georgian Lakeside Resort and The Queensbury Hotel are two additional hotels that feature an onsite pool. View all hotels with pools 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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Book Hotels in Chestertown on Expedia.com

Find hotels in Chestertown, NY from ₩113,907

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. Pine Tree Motel & Cabins

2. Friends Lake Inn

3. The Fern Lodge

4. Spark by Hilton Lake George Outlets

5. Super 8 by Wyndham Lake George/Warrensburg Area

6. Maple Leaf Motel

7. Point Hotel Queensbury

8. Admiral Motel

9. Comfort Inn & Suites Lake George

10. The Georgian Lakeside Resort

11. La Quinta Inn & Suites by Wyndham Lake George

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

13. The Queensbury Hotel

14. The Alpine Lodge

15. Quality Inn Lake George

16. Heritage of Lake George

17. Depe Dene Lakeside Resort

18. Hampton Inn & Suites Lake George

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

20. The Juliana Resort

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

Lakefront Terrace Resort

Adirondack Retreat Inn & Suites

Super 8 by Wyndham Lake George/Downtown

The Queensbury Hotel

Holiday Inn Resort Lake George - Adirondack Area by IHG

Tiki Resort

Great Escape Lodge & Indoor Waterpark

Depe Dene Lakeside Resort

Nordick's Inn

More cheap stays in Chestertown

Baymont by Wyndham Queensbury / Lake George

Super 8 by Wyndham Lake George/Warrensburg Area

Howard Johnson by Wyndham Lake George

Spark by Hilton Lake George Outlets

Adirondack Retreat Inn & Suites

The Georgian Lakeside Resort

Frequently asked questions

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