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

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Our top choices for Chestertown hotels

Friends Lake Inn

Friends Lake Inn
4.0 star property
Chestertown
8.8 out of 10, Excellent, (107 reviews)
"This is a very inviting and friendly Inn . The two restaurants on the property are very good with a very attentive staff. I would recommend this to anyone visiting the Adirondacks."
United States
Colleen
The price is SAR 706
SAR 784 total
includes taxes & fees
6 Jul - 7 Jul
Friends Lake Inn

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (148 reviews)
"Excellent location and staff was very friendly."
United States
Logan
The price is SAR 657
SAR 730 total
includes taxes & fees
12 Jul - 13 Jul
Pine Tree Motel & Cabins

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
9.8 out of 10, Exceptional, (57 reviews)
"Staff is great,friendly and helpful Loved our stay. Place is beautiful"
United States
robert
The price is SAR 1,447
SAR 1,606 total
includes taxes & fees
2 Jul - 3 Jul
The Fern Lodge

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
2.0 star property
Silver Bay
8.8 out of 10, Excellent, (152 reviews)
The price is SAR 555
SAR 616 total
includes taxes & fees
6 Jul - 7 Jul
Silver Bay YMCA Inn and Conference Center

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.6 out of 10, Exceptional, (24 reviews)
"It was a great place, clean rooms, nice environment, cabins, family friendly, right on lake"
United States
Matthew
Trout House Village Resort

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,608 reviews)
"Great place to stay !"
United States
Dakota
The price is SAR 504
SAR 559 total
includes taxes & fees
12 Jul - 13 Jul
The Queensbury Hotel

9 Mi to Lake George Village: Home in Queensbury

9 Mi to Lake George Village: Home in Queensbury
3.0 star property
Queensbury
4.0 out of 10, (1 review)
"The house was a bit old-fashioned, but spacious. There were issues with cleanliness and attention to detail, and the apparent lack of effort and investment was quite a disappointment. If the house were better cared for, and if some effort were put into a couple of improvements, it could’ve been a comfortable stay, but cleanliness and attention to basic necessities should be met at minimum for a place that you’ll be sleeping or showering."
United States
Kathryn
The price is SAR 680
SAR 1,774 total
includes taxes & fees
19 Jul - 20 Jul
9 Mi to Lake George Village: Home in Queensbury

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

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
3.0 star property
Queensbury
9.6 out of 10, Exceptional, (511 reviews)
"Extremely convenient, clean, and the front desk staff was amazingly friendly. I would definitely stay here again."
United States
Michael
The price is SAR 603
SAR 669 total
includes taxes & fees
12 Jul - 13 Jul
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Days Inn by Wyndham Queensbury/Lake George

Days Inn by Wyndham Queensbury/Lake George
2.0 star property
Queensbury
5.6 out of 10, (1,004 reviews)
The price is SAR 249
SAR 277 total
includes taxes & fees
5 Jul - 6 Jul
Days Inn by Wyndham Queensbury/Lake George

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,003 reviews)
"As expected. Reasonably priced, comfy bed for the night. Convenient location as we were in town for a dance competition at the Stanley."
United States
Dallas
The price is SAR 261
SAR 290 total
includes taxes & fees
2 Jul - 3 Jul
Red Roof Inn Queensbury

Holiday Inn Express Queensbury - Lake George Area by IHG

Holiday Inn Express Queensbury - Lake George Area by IHG
2.5 star property
Queensbury
9.0 out of 10, Wonderful, (1,000 reviews)
"Great stay!"
United States
Johnny
The price is SAR 571
SAR 634 total
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Express Queensbury - Lake George Area by IHG

Sleep Inn & Suites Queensbury - Lake George

Sleep Inn & Suites Queensbury - Lake George
2.5 star property
Queensbury
8.4 out of 10, Very Good, (1,005 reviews)
"I would stay there again"
United States
Michael
The price is SAR 447
SAR 496 total
includes taxes & fees
21 Jul - 22 Jul
Sleep Inn & Suites Queensbury - Lake George

Home2 Suites by Hilton Queensbury Lake George

Home2 Suites by Hilton Queensbury Lake George
3.0 star property
Queensbury
9.2 out of 10, Wonderful, (882 reviews)
"Honestly it was amazing! I would live there if i could. The veiw out of my room window was stunning!"
United States
Kimberlie
The price is SAR 582
SAR 646 total
includes taxes & fees
9 Jul - 10 Jul
Home2 Suites by Hilton Queensbury Lake George

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1,000 reviews)
"Great place to stay. "
United States
Sandra
The price is SAR 319
SAR 355 total
includes taxes & fees
21 Jul - 22 Jul
Quality Inn Queensbury - Lake George Area

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,039 reviews)
"Nice room, pool and some scramble eggs for breakfast."
United States
Miguel
The price is SAR 298
SAR 330 total
includes taxes & fees
19 Jul - 20 Jul
Baymont by Wyndham Queensbury / Lake George

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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
3.0 star property
Queensbury
9.0 out of 10, Wonderful, (1,440 reviews)
"Breakfast included, parking available, amazing staff"
United States
Alejandra Vela
The price is SAR 571
SAR 634 total
includes taxes & fees
9 Jul - 10 Jul
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark
3.5 star property
Queensbury
8.0 out of 10, Very Good, (1,702 reviews)
"Its a nice property and good spot for a stay"
Canada
Rohit
The price is SAR 808
SAR 897 total
includes taxes & fees
9 Jul - 10 Jul
Six Flags Great Escape Lodge & Indoor Waterpark

Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (191 reviews)
"This was a clean place and the staff was extremely helpful. I was unable to check in before check in time was closed and they accommodated me to allow my boyfriend to be the one to come check in instead of me."
United States
Danielle
The price is SAR 376
SAR 417 total
includes taxes & fees
20 Jul - 21 Jul
Motel 6 Lake George, NY – Adirondacks

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
Lake George
8.8 out of 10, Excellent, (1,672 reviews)
"It is great place to stay"
United States
Jennifer
The price is SAR 571
SAR 634 total
includes taxes & fees
5 Jul - 6 Jul
La Quinta Inn & Suites by Wyndham Lake George

Studio 6 Lake George, NY - Adirondacks

Studio 6 Lake George, NY - Adirondacks
2.0 star property
Lake George
10.0 out of 10, Exceptional, (1 review)
The price is SAR 304
SAR 338 total
includes taxes & fees
6 Jul - 7 Jul
Studio 6 Lake George, NY - Adirondacks
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Chestertown

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

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.

Stay near popular Chestertown attractions

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.

A snowy lodge with cabins and tall pine trees.
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

More cheap stays in Chestertown

Find out more about Chestertown

Top reasons to visit Chestertown

  • Outdoor Adventures: Chestertown is a haven for outdoor enthusiasts, offering activities like skiing, hiking, and exploring beautiful lakes and serene beaches.
  • Charming Atmosphere: The area boasts a relaxing ambiance, perfect for romantic getaways amidst picturesque landscapes.
  • Family-Friendly Fun: Enjoy diverse attractions, including an indoor waterpark, catering to families and adventure seekers alike.
  • Unique Accommodations: Choose from cozy lodges and agritourism experiences, ensuring a memorable stay in a beautiful setting.
  • Nearby Exploration: Discover nearby cities that offer trendy vibes and inviting spaces for recreation and relaxation.

Find great hotels near Chestertown

Discover the ideal hotel accommodations in Chestertown, New York, where adventure meets tranquility. Whether you're seeking a cozy lodge or a unique agritourism experience, Chestertown offers a range of pet-friendly and family-oriented options. Explore top-rated hotels that cater to your needs, ensuring a memorable vacation amidst stunning natural beauty. Read reviews and find the best lodgings to enhance your stay in this charming destination.

  • Super 8 by Wyndham Lake George/Warrensburg Area: A convenient and affordable motel option located 19.3km from Chestertown, Super 8 is perfect for travelers seeking a pet-friendly stay. This property caters to both leisure and business travelers, offering amenities designed for comfort and convenience. Guests appreciate the inclusive pet policy, allowing dogs and service animals, making it a welcoming choice for those traveling with furry companions. With its straightforward accommodations and essential amenities, Super 8 provides a practical base for exploring the beautiful Lake George area.
  • The Alpine Lodge: Nestled 16.1km from Chestertown, The Alpine Lodge is a charming 3-star retreat ideal for ski enthusiasts and couples seeking a romantic getaway. With access to ski shuttles and lifts nearby, adventure awaits just outside your door. The lodge offers a range of exciting activities such as snowshoeing, mountain biking, and rafting, ensuring an unforgettable experience. For those looking to celebrate a special occasion, the lodge provides romance packages, including champagne service to enhance your stay. Cozy and inviting, The Alpine Lodge is perfect for creating lasting memories.
  • North Creek Lodge at Gore Mountain: Situated 16.1km from Chestertown, North Creek Lodge at Gore Mountain is a 3.5-star lodge that caters to adventure-seekers. With a focus on outdoor activities, guests can enjoy skiing, snowboarding, hiking, and mountain climbing in the stunning natural surroundings. The lodge's proximity to various adventure sports ensures that thrill-seekers will find plenty to do. Whether you're exploring the great outdoors or relaxing in the comfortable lodge, North Creek Lodge provides an adventurous and welcoming atmosphere for all guests.

Where to stay near Chestertown

Chestertown, New York, is a hidden gem perfect for outdoor enthusiasts and romantic getaways. Explore the serene landscapes and enjoy a relaxing atmosphere while discovering nearby cities that offer trendy and family-friendly vibes. With attractions within walking distance of the city center, you'll find clean and inviting spaces for recreation and adventure. Make Chestertown your weekend getaway and immerse yourself in the beauty and charm of this picturesque region.

  • Brant Lake: Nestled a mere 4.8km from Chestertown, Brant Lake is a charming destination renowned for its stunning outdoor scenery and romantic ambiance. This city attracts visitors primarily during the summer months, from June to August, when outdoor enthusiasts flock to explore its ski resorts and fields. The local landscape is dotted with picturesque lakes, majestic mountains, and serene beaches, making it a perfect spot for relaxation and adventure alike. Whether you're skiing down the slopes or enjoying a peaceful day by the lake, Brant Lake offers a refreshing escape into nature.
  • Pottersville: Located 8.0km from Chestertown, Pottersville is a delightful city that captivates travelers with its scenic beauty and outdoor recreational opportunities. Peak visitor seasons align with the warmer months, particularly from June to August. Known for its charming parks and stunning waterfalls, Pottersville invites visitors to engage in various activities, including skiing at nearby resorts. The area's natural attractions, such as tranquil lakes, provide an idyllic backdrop for romantic getaways and family adventures alike, ensuring a memorable experience for all who visit.
  • Riparius: Just 9.7km from Chestertown, Riparius is an exciting city favored by adventure seekers and sports enthusiasts. The peak travel season occurs during the summer months, with visitors drawn to its thrilling ski fields and resorts. This city boasts a rich selection of outdoor activities, perfect for those looking to embrace the great outdoors. Nearby lakes, mountains, and parks offer a diverse range of experiences, from heart-pounding skiing adventures to tranquil nature strolls. Riparius is a must-visit for anyone seeking an exhilarating vacation filled with excitement and natural beauty.

Things to do near Chestertown

Chestertown is perfect for outdoor enthusiasts and romantic getaways, offering activities like skiing at nearby resorts and enjoying scenic views. You can explore fun activities, including an indoor waterpark for family fun and various outdoor recreation options, making it an ideal destination for adventure and relaxation alike.

Shopping

For a delightful shopping experience in Chestertown, visit local boutiques and unique shops. If you're up for a drive, the Outlets at Lake George and Adirondack Outlet Mall, both 33.8km away, offer a variety of stores and family-friendly vibes. The Shirt Factory, located 40.2km away, is another great option.

Recreation

At North Creek Ski Bowl Town Park, enjoy serene surroundings and outdoor activities that promote relaxation and wellness. Shepard's Beach Park offers a tranquil escape by the water, perfect for rejuvenation. For family fun, Around the World Miniature Golf provides an adventurous atmosphere for all ages.

Adventure

At Gore Mountain Ski Resort, located 16.1km from Chestertown, experience thrilling skiing on diverse slopes surrounded by breathtaking views. For a different thrill, visit the Adirondack Extreme Adventure Course, also 16.1km away, where you can zipline through the treetops and tackle exciting rope challenges.

Nightlife

Enjoy a romantic evening at Seagle Music Colony, just 19.3km away, for captivating performances. For family-friendly fun, visit Strand Theater, 20.9km out, showcasing delightful films. For adventure seekers, head to Fun Spot, 35.4km away, where excitement awaits in the arcade atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chestertown

To save money on your trip to Chestertown, consider visiting during the cheaper months of March to April or November, avoiding the peak summer season. Tuesdays are the best day for lower hotel rates, while Saturdays tend to be pricier. Utilize Expedia's search tools to compare room rates and find budget options, including eco-friendly accommodations. Booking a package with flights and activities can lead to significant savings. Don't forget to look for last-minute deals and exclusive discounts to make your visit even more affordable.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chestertown are March to April and November, where the prices are slightly lower. This is in comparison to July to September, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chestertown is Tuesday. The most expensive day to stay in Chestertown is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy to choose your budget, desired location, and other preferences. You can sort the results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you can refine your search by hotel type; for instance, selecting the Eco-certified filter will show you sustainable and eco-friendly accommodations that you can book.
  • Consider bundling your trip: By booking an Expedia package, you can save money by combining your hotel accommodations in Chestertown with your flights and activities.

Find the best attractions in and around Chestertown

Chestertown is an ideal destination for those seeking outdoor adventures and romantic getaways. Visitors can explore beautiful lakes, serene beaches, and charming island resorts. The area offers a variety of attractions that cater to nature lovers and those looking for scenic experiences. Whether you want to relax by the water or hike through picturesque landscapes, Chestertown provides a perfect backdrop for a memorable vacation.

  • The Sagamore Golf Club: Nestled on an island, this exclusive golf club offers stunning views and a challenging course. Just 12.9km from Chestertown, its serene setting and luxurious amenities make it a perfect retreat for golf enthusiasts and relaxation seekers alike.
  • Loon Lake Beach: Located within Chestertown, Loon Lake Beach embodies the quintessential beach vibes. Enjoy sunbathing, swimming, or picnicking while taking in the picturesque surroundings. It's an ideal spot for families and friends to unwind by the water.
  • Natural Stone Bridge and Caves: About 11.3km from Chestertown, this attraction features breathtaking caves and stunning rock formations. Perfect for adventure lovers, it offers hiking trails and guided tours that showcase the natural beauty and geological wonders of the area.

Best time to go to Chestertown

The best time to visit Chestertown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.3°F (-6.5°C)Light RainMostly CloudyAverageAverage
February22.3°F (-5.4°C)Light RainMostly CloudyAverageAverage
March30.4°F (-0.9°C)Light RainMostly CloudyAverageSlightly Low
April42.6°F (5.9°C)Light RainMostly CloudyAverageSlightly Low
May55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
June63.1°F (17.3°C)Light RainMostly SunnySlightly HighAverage
July69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
August67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
September60.3°F (15.7°C)Light RainMostly SunnyAverageSlightly High
October48.6°F (9.2°C)Light RainMostly CloudySlightly LowAverage
November36.1°F (2.3°C)Light RainMostly SunnySlightly LowSlightly Low
December27.5°F (-2.5°C)Light RainMostly CloudySlightly LowAverage

The nearest major airports for your trip to Chestertown

For your visit to Chestertown, New York, you can fly into several nearby airports. RUTland Southern Vermont Regional Airport (RUT) is 70.8km away, with hotel options like the 3.5-star Killington Mountain Lodge and Snowed Inn, both about 17.7km from the airport. Adirondack Regional Airport (SLK) is 86.9km away, offering stays at the 4-star Hotel Saranac, just 8.0km from the airport. Glens Falls Airport (GFL) is 38.6km away, with nearby hotels including the 4-star Lodges At Cresthaven and Six Flags Great Escape Lodge, located 9 and 8.0km away, respectively. Each of these airports provides convenient access to Chestertown.

Frequently asked questions

Where is the best place to stay in Chestertown?
Located 21.4 mi (34.5 km) from the heart of Chestertown, Six Flags Great Escape Lodge & Indoor Waterpark is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are The Queensbury Hotel and Holiday Inn Resort Lake George - Adirondack Area by IHG. See all available top hotels, or vacation rentals in Chestertown.
What are some of the best vacation rentals that Chestertown has to offer?
Adirondack Bungalow Getaway: This vacation home rental outside of Chestertown is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the garden in this rental home to help you unwind. 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.
What's the best pet-friendly accommodation in Chestertown?
Pine Tree Motel & Cabins is a top pet-friendly option for your stay. Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is another good option if you're bringing your pet along. 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: Offers 2 restaurants, an indoor pool, and 2 bars. Holiday Inn Resort Lake George - Adirondack Area by IHG and La Quinta Inn & Suites by Wyndham Lake George 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 popular country house featuring in-room kitchens and water park access. Check 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. A top sight in the area is Lake George. 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 Loon Lake Beach, Friends Lake, and Loon Lake. Additionally, you'll find Lake George in the area. 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.