Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

Find hotels in Chestertown, NY from ₩101,112

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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, (106 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 ₩260,093
₩288,717 total
includes taxes & fees
Jun 23 - Jun 24
Friends Lake Inn

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (147 reviews)
"Excellent location and staff was very friendly."
United States
Logan
The price is ₩267,869
₩297,335 total
includes taxes & fees
Jul 5 - Jul 6
Pine Tree Motel & Cabins

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
9.8 out of 10, Exceptional, (56 reviews)
"Staff is great,friendly and helpful Loved our stay. Place is beautiful"
United States
robert
The price is ₩681,918
₩756,929 total
includes taxes & fees
Jun 29 - Jun 30
The Fern Lodge

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, (1,449 reviews)
"Breakfast included, parking available, amazing staff"
United States
Alejandra Vela
The price is ₩189,804
₩210,682 total
includes taxes & fees
Jun 24 - Jun 25
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

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, (509 reviews)
"Extremely convenient, clean, and the front desk staff was amazingly friendly. I would definitely stay here again."
United States
Michael
The price is ₩243,378
₩270,150 total
includes taxes & fees
Jun 24 - Jun 25
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,609 reviews)
"Great place to stay !"
United States
Dakota
The price is ₩205,264
₩227,826 total
includes taxes & fees
Jul 6 - Jul 7
The Queensbury Hotel

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 ₩123,971
₩137,608 total
includes taxes & fees
Jun 24 - Jun 25
Studio 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, (1,677 reviews)
"It is great place to stay"
United States
Jennifer
The price is ₩172,201
₩191,143 total
includes taxes & fees
Jun 24 - Jun 25
La Quinta Inn & Suites by Wyndham Lake George

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.4 out of 10, Exceptional, (1,004 reviews)
"Very clean and close walk to everything."
United States
Cameron
The price is ₩163,936
₩188,525 total
includes taxes & fees
Jul 6 - Jul 7
Adirondack Retreat Inn & Suites

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (592 reviews)
The price is ₩177,712
₩200,810 total
includes taxes & fees
Jun 28 - Jun 29
Maple Leaf Motel

Comfort Inn & Suites Lake George

Comfort Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room, friendly staff, good breakfast."
United States
JoAnn
The price is ₩245,888
₩272,935 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Inn & Suites Lake George

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,000 reviews)
"Clean room and excellent staff"
United States
Guy
The price is ₩128,118
₩142,212 total
includes taxes & fees
Jun 28 - Jun 29
Super 8 by Wyndham Lake George/Warrensburg Area

The Georgian Lakeside Resort

The Georgian Lakeside Resort
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,006 reviews)
"The pool and bar area at the water was a great place to hangout. Rooms were very clean."
United States
Pamela
The price is ₩381,139
₩423,063 total
includes taxes & fees
Jul 6 - Jul 7
The Georgian Lakeside Resort

Adirondack Sunrise Motel and Cabins

Adirondack Sunrise Motel and Cabins
2.0 star property
Lake George
The price is ₩53,574
₩59,467 total
includes taxes & fees
Jul 9 - Jul 10
Adirondack Sunrise Motel and Cabins

Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
Lake George
9.4 out of 10, Exceptional, (1,004 reviews)
"Great location, reasonable priced, clean, great amenities"
United States
Keith
The price is ₩342,872
₩380,588 total
includes taxes & fees
Jun 30 - Jul 1
Holiday Inn Resort Lake George - Adirondack Area by IHG

Admiral Motel

Admiral Motel
2.5 star property
Lake George
9.4 out of 10, Exceptional, (728 reviews)
"Location, parking and clean great. "
United States
David j
The price is ₩140,516
₩155,974 total
includes taxes & fees
Jun 24 - Jun 25
Admiral Motel

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George
3.0 star property
Lake George
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location"
United States
Ursilla
The price is ₩419,406
₩465,540 total
includes taxes & fees
Jun 30 - Jul 1
Courtyard by Marriott Lake George

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,040 reviews)
"Nice room, pool and some scramble eggs for breakfast."
United States
Miguel
The price is ₩117,097
₩129,978 total
includes taxes & fees
Jun 28 - Jun 29
Baymont by Wyndham Queensbury / Lake George

Hampton Inn & Suites Lake George

Hampton Inn & Suites Lake George
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,003 reviews)
"Safe and calm hotel staff was very nice and helpful "
Canada
Yasmine
The price is ₩292,666
₩324,858 total
includes taxes & fees
Jul 12 - Jul 13
Hampton Inn & Suites Lake George

Wingate by Wyndham Lake George

Wingate by Wyndham Lake George
3.0 star property
Lake George
6.2 out of 10, (1,005 reviews)
"Overall good"
United States
Dhiraj
The price is ₩136,383
₩151,385 total
includes taxes & fees
Jun 23 - Jun 24
Wingate by Wyndham Lake George
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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.

Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

More cheap stays in Chestertown

Frequently asked questions

Where is the best place to stay in Chestertown?
Located 24.9 mi (40 km) from the heart of Chestertown, The Queensbury Hotel is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Six Flags 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?
The Queensbury Hotel: Features 2 restaurants, an indoor pool, and 2 bars. La Quinta Inn & Suites by Wyndham Lake George and Lakefront Terrace 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. A top sight in the area is Lake George. In Chestertown, there are 117 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 Hudson River. 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.