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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, (103 reviews)
"Friendly staff, room was clean, well maintained. Ate at the restaurant, food was great. "
United States
Erin
The price is ¥21,652
¥24,034 total
includes taxes & fees
May 11 - May 12
Friends Lake Inn

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (53 reviews)
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
United States
Morgan
The price is ¥61,425
¥68,182 total
includes taxes & fees
Jun 9 - Jun 10
The Fern Lodge

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (146 reviews)
"Excellent location and staff was very friendly."
United States
Logan
The price is ¥27,419
¥30,435 total
includes taxes & fees
May 17 - May 18
Pine Tree Motel & Cabins

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, (143 reviews)
"Old Inn rooms require updating and maintenance to bring back to their former glory. "
United States
Lisa
The price is ¥13,064
¥14,500 total
includes taxes & fees
May 13 - May 14
Silver Bay YMCA Inn and Conference Center

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (22 reviews)
"spotless room w an incredible view!"
United States
Joanne
The price is ¥23,441
¥29,938 total
includes taxes & fees
Jun 9 - Jun 10
Trout House Village Resort

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,566 reviews)
"Always a good stay"
United States
Amber
The price is ¥16,098
¥17,868 total
includes taxes & fees
May 13 - May 14
The Queensbury Hotel

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, (494 reviews)
"The stay was great. "
United States
Dodie
The price is ¥15,870
¥17,616 total
includes taxes & fees
May 17 - May 18
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, (1,000 reviews)
"I absolutely love days inn "
United States
Mikki
The price is ¥8,669
¥9,621 total
includes taxes & fees
May 31 - Jun 1
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, (1,001 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 ¥10,418
¥11,565 total
includes taxes & fees
May 14 - May 15
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, (1,001 reviews)
"Clean spacious and great area for travel teams to rest"
United States
Miayah
The price is ¥16,765
¥18,609 total
includes taxes & fees
May 17 - May 18
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, (1,003 reviews)
"Clean room, courteous staff"
United States
William
The price is ¥13,203
¥14,657 total
includes taxes & fees
May 31 - Jun 1
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, (873 reviews)
"Great common area, delicious breakfast and friendly stuff. The room is very big!"
United States
Yu
The price is ¥20,428
¥22,675 total
includes taxes & fees
May 17 - May 18
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, (1,002 reviews)
"Nice property "
United States
mark
The price is ¥11,057
¥12,273 total
includes taxes & fees
May 31 - Jun 1
Quality Inn Queensbury - Lake George Area

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.6 out of 10, Good, (1,032 reviews)
"Wonderful location close to great food and attractions. Easy access from the Northway!"
United States
Kimberly
The price is ¥10,999
¥12,210 total
includes taxes & fees
May 17 - May 18
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, (1,398 reviews)
"Great location, clean rooms, and friendly staff."
United States
Hanan
The price is ¥14,258
¥15,828 total
includes taxes & fees
May 12 - May 13
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, (1,650 reviews)
"We had a great stay. "
United States
Heather
The price is ¥27,818
¥30,879 total
includes taxes & fees
May 21 - May 22
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, (178 reviews)
"They were working on the property getting it ready for the busy season, but overall it was clean"
United States
Lisa
The price is ¥10,968
¥12,174 total
includes taxes & fees
May 18 - May 19
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, (1,714 reviews)
"The room was excellent, staff was great!!"
United States
Oliver
The price is ¥15,848
¥17,592 total
includes taxes & fees
May 17 - May 18
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
The price is ¥11,768
¥13,063 total
includes taxes & fees
May 10 - May 11
Studio 6 Lake George, NY - Adirondacks

Tall Pines Motel

Tall Pines Motel
2.5 star property
Lake George
7.2 out of 10, Good, (74 reviews)
"Wonderful location, laid back vibe and a great pool, hot tub and sauna! Brad was very helpful and kind. Looking forward to my next stay! "
United States
Misty
The price is ¥21,809
¥24,208 total
includes taxes & fees
May 31 - Jun 1
Tall Pines Motel
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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 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 Holiday Inn Resort Lake George - Adirondack Area by IHG and La Quinta Inn & Suites by Wyndham Lake George. See all available top hotels, or vacation rentals in Chestertown.
What are some of the best vacation rentals that Chestertown has to offer?
Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.: This highly rated vacation home rental in Chestertown is located on a lake and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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. 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. 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?
Holiday Inn Resort Lake George - Adirondack Area by IHG: Hotel, 12-minute walk from Million Dollar Beach. Offers a children's pool, an indoor pool, and a sauna. La Quinta Inn & Suites by Wyndham Lake George and The Queensbury Hotel 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.

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