Find hotels in Chestertown, NY from ₩104,539

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Compare 1,537 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Fern Lodge

3.5 star property
Chestertown
9.8 out of 10, Exceptional, (49)
"Comfortable, friendly, beautiful lodge, spacious facilities"
Canada
Frederick
The Fern Lodge

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
Lake George
9.0 out of 10, Wonderful, (1722)
"Great place for a weekend to stay."
United States
Heather
The price is ₩134,207
₩148,970 total
includes taxes & fees
Nov 20 - Nov 21
La Quinta Inn & Suites by Wyndham Lake George

The Queensbury Hotel

3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1403)
"Very clean hotel and very welcoming and nice staff."
United States
Zhanna
The Queensbury Hotel

Fort William Henry Hotel and Conference Center

3.0 star property
Lake George
8.4 out of 10, Very Good, (1002)
"Clean room great customer service and the grounds were great for the Lake"
United States
ROBERT
The price is ₩159,311
₩204,356 total
includes taxes & fees
Nov 13 - Nov 14
Fort William Henry Hotel and Conference Center

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
Queensbury
7.8 out of 10, Good, (1364)
"Clean room nice staff"
United States
Brittany
Six Flags Great Escape Lodge & Indoor Waterpark

Lodges At Cresthaven

4.0 star property
Lake George
9.4 out of 10, Exceptional, (525)
"Beautiful views, spotless room and the staff in the office were very friendly! Great communication and seamless check in after hours! We've stayed many times prior to this visit and will be back again!"
United States
Cheryl
The price is ₩236,137
₩262,111 total
includes taxes & fees
Nov 19 - Nov 20
Lodges At Cresthaven

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
Lake George
8.4 out of 10, Very Good, (1001)
"The place was really serene."
United States
Jabesh
The price is ₩103,426
₩114,803 total
includes taxes & fees
Nov 12 - Nov 13
Clarion Inn & Suites at the Outlets of Lake George

Holiday Inn Resort Lake George - Adirondack Area by IHG

3.0 star property
Lake George
9.2 out of 10, Wonderful, (1002)
"Clean, great amenities, softttttt sheets!"
United States
Leah
The price is ₩152,097
₩168,828 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Resort Lake George - Adirondack Area by IHG

Lodge at Schroon Lake

3.0 star property
Schroon Lake
9.0 out of 10, Wonderful, (402)
"This property is highly suitable for families thanks to its excellent amenities and clean (albeit simple) rooms."
United States
SAGIV
Lodge at Schroon Lake

Mohican Resort Motel

2.5 star property
Lake George
9.0 out of 10, Wonderful, (167)
"Absolutely Staff Was Very Helpful & Very Friendly "
United States
Randy
Mohican Resort Motel

Courtyard by Marriott Lake George

3.0 star property
Lake George
9.2 out of 10, Wonderful, (1001)
"Great place"
United States
George
The price is ₩172,376
₩191,337 total
includes taxes & fees
Nov 10 - Nov 11
Courtyard by Marriott Lake George

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

3.0 star property
Queensbury
9.0 out of 10, Wonderful, (1273)
"Friendly staff...clean rooms comfy beds great hotel great location"
United States
Tarah
The price is ₩134,193
₩148,953 total
includes taxes & fees
Dec 8 - Dec 9
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
Lake George
8.6 out of 10, Excellent, (1001)
"Loved it"
United States
sruthartha
The price is ₩103,426
₩114,803 total
includes taxes & fees
Nov 17 - Nov 18
Super 8 by Wyndham Lake George/Warrensburg Area

Trout House Village Resort

3.0 star property
Hague
9.8 out of 10, Exceptional, (17)
"Beautiful views and wonderful staff. Provides an atmosphere for activities and relaxation while being able to access anywhere on the lake."
United States
John
The price is ₩216,724
₩276,777 total
includes taxes & fees
Nov 12 - Nov 13
Trout House Village Resort

Hampton Inn & Suites Lake George

2.5 star property
Lake George
8.8 out of 10, Excellent, (1001)
"Very pet friendly!"
United States
Michael
The price is ₩139,115
₩154,419 total
includes taxes & fees
Nov 30 - Dec 1
Hampton Inn & Suites Lake George

Best Western of Lake George

2.5 star property
Lake George
7.8 out of 10, Good, (1000)
"Breakfast was ok. Waffles were the best. "
United States
Jodi
The price is ₩94,179
₩104,539 total
includes taxes & fees
Nov 10 - Nov 11
Best Western of Lake George

Silver Bay YMCA Inn and Conference Center

3.0 star property
Silver Bay
8.8 out of 10, Excellent, (134)
"Awesome place"
United States
Kevin
The price is ₩129,064
₩143,260 total
includes taxes & fees
Dec 7 - Dec 8
Silver Bay YMCA Inn and Conference Center

Baymont by Wyndham Queensbury / Lake George

2.5 star property
Queensbury
7.4 out of 10, Good, (1012)
"Ok place too stay nice staff"
United States
Kent
The price is ₩107,192
₩118,984 total
includes taxes & fees
Nov 11 - Nov 12
Baymont by Wyndham Queensbury / Lake George

The Alpine Lodge

3.0 star property
North Creek
9.0 out of 10, Wonderful, (650)
"My wife and I loved the log home feel and decor. Will definitely stay here again."
United States
Christopher
The Alpine Lodge

Quality Inn Lake George

2.5 star property
Lake George
9.2 out of 10, Wonderful, (686)
"Good location and great for an over night"
United States
Brenda
The price is ₩188,238
₩208,952 total
includes taxes & fees
Nov 12 - Nov 13
Quality Inn Lake George
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.

Aerial view of Hudson River in upstate New York, Chestertown, Riparius Bridge. July 12, 2022

Top Chestertown Hotel Reviews

More cheap stays in Chestertown

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 Six Flags Great Escape Lodge & Indoor Waterpark and The Queensbury Hotel. 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?
The Queensbury Hotel: Provides 2 restaurants, an indoor pool, and 2 bars. Holiday Inn Resort Lake George - Adirondack Area by IHG and The Georgian Lakeside Resort 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 114 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.

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