Photo by Julie Miller

Find hotels in Chestertown, NY from SAR 131

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Compare 1,475 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3.0 star property
9.6 out of 10, Exceptional, (14)
"John and Yvonne were the perfect hosts hosts...Tvicolorfulsunse"
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

Lodge at Schroon Lake

3.0 star property
8.8 out of 10, Excellent, (262)
"Beautiful, but relaxed - awesome staff - very accommodating- love it here!"
The price is SAR 392
SAR 532 total
includes taxes & fees
25 Nov - 26 Nov
Lodge at Schroon Lake

Super 8 by Wyndham Ticonderoga

2.5 star property
7.8 out of 10, Good, (984)
"Very pleased with the accommodations"
The price is SAR 284
SAR 319 total
includes taxes & fees
1 Dec - 2 Dec
Super 8 by Wyndham Ticonderoga

Best Western Plus Ticonderoga Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (662)
"Enjoyed our stay but the breakfast food that was to be hot -was cold! "
The price is SAR 447
SAR 502 total
includes taxes & fees
25 Nov - 26 Nov
Best Western Plus Ticonderoga Inn & Suites

Circle Court Motel

2.5 star property
8.6 out of 10, Excellent, (265)
"It was exactly as expected"
Circle Court Motel

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"This one checked all the boxes. The location was great. The cabin was clean, spacious, and nicely decorated in Adirondack style. There were many activities available on the grounds at no extra charge. They even had the fireplace in front of our cabin stacked and ready to light. "
The price is SAR 538
SAR 687 total
includes taxes & fees
25 Nov - 26 Nov
Trout House Village Resort

Maple Leaf Motel

2.5 star property
8.6 out of 10, Excellent, (404)
"The stay, for the most part was comfortable. As previously mentioned, we could have used a second chair. Housekeeping did not leave any coffee for the second day and the coffee cups were not cleaned. I know budgets are tight but it would have nice to have had plastic cups, tissues and paper towels incase of spills"
The price is SAR 368
SAR 416 total
includes taxes & fees
8 Dec - 9 Dec
Maple Leaf Motel

Boathouse Waterfront Lodging

3.5 star property
9.4 out of 10, Exceptional, (19)
"The best place to stay, hands down in Bolton and Lake George. I have been many times and cannot wait until next year!!"
Boathouse Waterfront Lodging

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (126)
"very friendly and helpful owners. rooms were very clean and comfortable. good location as well"
Pine Tree Motel & Cabins

Chateau Rooms

4.5 star property
9.0 out of 10, Wonderful, (49)
"Cozy, private and quiet was just what we needed. Warm and comfortable bed. Close to boat rental and hiking. "
Chateau Rooms

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (83)
"Great room, very nice staff. Nice weekend getaway."
The price is SAR 572
SAR 634 total
includes taxes & fees
25 Nov - 26 Nov
Friends Lake Inn

BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

6.8 out of 10, (3)
"We had a wonderful stay. The property was just as advertised and the hosts provided clear instructions and directions about getting there, where to park, accessing the camp site, etc. We stayed on the overlook site, which had a raised wood platform for the tent and was warmer at night for camping in cold temperatures. Was fun to explore the swimming hole and nearby trails."
The price is SAR 131
SAR 224 total
includes taxes & fees
25 Nov - 26 Nov
BEAUTIFUL SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole & trails.

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (45)
"We had such a great experience the first night so we moved our plans and stayed a second, next time we will definitely stay even longer."
The price is SAR 2,204
SAR 2,432 total
includes taxes & fees
5 Dec - 6 Dec
The Fern Lodge

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.4 out of 10, Very Good, (84)
"This was a great surprise. What a beautiful place."
The price is SAR 368
SAR 406 total
includes taxes & fees
25 Nov - 26 Nov
Silver Bay YMCA Inn and Conference Center

Safari Tent nestled in the woods on the Schroon River with beach and island!

4.0 out of 10, (4)
"well, we thought it was going to be glamping. It was worse than camping. It stunk it was dirty. The sheets were never changed. There was dirty dishes. The yard wasn’t mowed. It was just terrible. I would never do this again or recommend anyone to do it."
The price is SAR 428
SAR 766 total
includes taxes & fees
1 Dec - 2 Dec
Safari Tent nestled in the woods on the Schroon River with beach and island!

Camping Classic ADK style Creekside

8.0 out of 10, Very Good, (1)
"This was a wonderful site that I would love to visit again. The river flowing by was so beautiful. I would like to stay again when we don’t have so much rain. The river was too raging for any swimming. The only downside was there was a bit of a steep walk down to the site from the parking area, but you do have to go downhill to be near a river."
The price is SAR 158
SAR 253 total
includes taxes & fees
25 Nov - 26 Nov
Camping Classic ADK style Creekside

WATERFRONT and AFFORDABLE

8.2 out of 10, Very Good, (27)
"Absolutely 10 stars. Private✔️Pet friendly✔️View ✔️ Remember, It's camping at its finest. Clean, comfortable and enough room for larger family's Highly recommend. Will be returning "
WATERFRONT and AFFORDABLE

Cabin w/ Beach Access in Brant Lake: Dogs Welcome!

3.0 star property
Cabin w/ Beach Access in Brant Lake: Dogs Welcome!

Reno done! Bolton Blue, Walk to Beach

2.0 star property
10.0 out of 10, Exceptional, (3)
"We are long-time summer residents who needed alternative housing. We are so glad that we were able to rent this home. You walk in the door, and just wow. The view is 180 degrees of mountains, lake, and clouds. You can just enjoy the view all day. Everything was well stocked and comfortable. Beds were great. The dining room-kitchen area made for easy cooking and dining. Wonderful deck for watching sunsets. This is a perfect place for family time, and everyone had plenty of privacy. It's a retreat...
Reno done! Bolton Blue, Walk to Beach

Secluded gem with forest view, beach access & W/D

7.8 out of 10, Good, (15)
"Overall the online listing is a very accurate representation of the property. It has a very rustic cabin feel. The pond that you can visit is wonderful and well staffed and taken care of. My only complaint is there was no air conditioning in the apartment and it got very hot."
Secluded gem with forest view, beach access & W/D
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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Frequently asked questions

Where is the best place to stay in Chestertown?

Friends Lake Inn is a favorite with Expedia customers. This hotel offers a restaurant and free parking. Another top choice for your trip based on reviews is Pine Tree Motel & Cabins. See all available top hotels, or vacation rentals in Chestertown.

What are some of the best vacation rentals that Chestertown has to offer?

Ultimate Adirondack Getaway ~ Private Pool and Hot Tub! : This vacation home rental outside of Chestertown is located on the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 selection of games and a spa tub. 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 spa 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?

Holiday Inn Resort Lake George - Adirondack Area, an IHG hotel: Hotel, 8-minute walk from Fort William Henry. Features a children's pool, an indoor pool, and a sauna. The Queensbury Hotel 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?
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 Loon Lake Beach, Friends Lake, and Loon Lake. A couple of additional sights to add to your agenda are Hudson River 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.