Photo by Julie Miller

Find hotels in Chestertown, NY from SAR 258

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Check prices for these dates

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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Compare 1,538 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (127)
"I would definitely stay here again."
The price is SAR 656
SAR 729 total
includes taxes & fees
29 Jun - 30 Jun
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room | 1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"We visited the Inn hotel to celebrate my husband’s birthday and take a much-needed break from my role as a caregiver for my mother. The weekend turned out to be exactly what we needed—it gave us the chance to unplug, recharge, and truly rest. The staff were friendly, accommodating, and just lovely throughout our stay. The level of service we received far exceeded what you’d typically expect from a chain hotel. We were very pleased with every aspect of our experience and are so grateful for the...
The price is SAR 836
SAR 928 total
includes taxes & fees
29 Jun - 30 Jun
Friends Lake Inn
Admiral Motel
Terrace/patio

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (600)
"Great location, great host, perfect room and grounds!!!"
The price is SAR 1,058
SAR 1,174 total
includes taxes & fees
5 Jul - 6 Jul
Admiral Motel
Americas Best Value Inn & Suites Lake George
Junior Suite, 1 Queen Bed, Non Smoking (Jetted Tub / Fireplace) | Living area | Flat-screen TV, toys

Americas Best Value Inn & Suites Lake George

2.5 star property
9.4 out of 10, Exceptional, (1002)
"Property was in a great location- walkable to the Village and had wonderful amenities for families traveling with children on site. The management and staff were extremely kind and accommodating as well. "
The price is SAR 559
SAR 648 total
includes taxes & fees
30 Jun - 1 Jul
Americas Best Value Inn & Suites Lake George
Maple Leaf Motel
Deluxe Cabin | 2 bedrooms, individually decorated, individually furnished

Maple Leaf Motel

2.5 star property
8.8 out of 10, Excellent, (440)
"The owner Lew is great. Clean fun place to stay. "
The price is SAR 402
SAR 454 total
includes taxes & fees
1 Jul - 2 Jul
Maple Leaf Motel
Lakefront Terrace Resort
Seasonal outdoor pool, open 10:00 AM to 9:00 PM, pool umbrellas

Lakefront Terrace Resort

3.0 star property
8.2 out of 10, Very Good, (863)
"Great location very nice little beach hotel was clean"
Lakefront Terrace Resort
Mohican Resort Motel
Gazebo

Mohican Resort Motel

2.5 star property
9.0 out of 10, Wonderful, (139)
"Super sweet staff, CLEAN room, easy parking and great pool area. So dog friendly, will definitely return and recommend! "
The price is SAR 335
SAR 372 total
includes taxes & fees
29 Jun - 30 Jun
Mohican Resort Motel
Scotty's Lakeside Resort
View from property

Scotty's Lakeside Resort

3.0 star property
8.6 out of 10, Excellent, (893)
"Really nice place to stay"
The price is SAR 559
SAR 620 total
includes taxes & fees
30 Jun - 1 Jul
Scotty's Lakeside Resort
The Lake Motel
Terrace/patio

The Lake Motel

2.0 star property
9.0 out of 10, Wonderful, (436)
"Really nice staff and close enough to walk to everything"
The price is SAR 821
SAR 912 total
includes taxes & fees
6 Jul - 7 Jul
The Lake Motel
The Queensbury Hotel
Lobby

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1252)
"Beautiful hotel!"
The Queensbury Hotel
Marine Village Resort
Balcony

Marine Village Resort

3.0 star property
8.8 out of 10, Excellent, (870)
"Family friendly, close to attractions and restaurants "
The price is SAR 639
SAR 780 total
includes taxes & fees
29 Jun - 30 Jun
Marine Village Resort
Depe Dene Lakeside Resort
Historic 11 Bedroom Mansion with Lakeview | 2 bedrooms, hypo-allergenic bedding, individually decorated

Depe Dene Lakeside Resort

2.0 star property
8.8 out of 10, Excellent, (296)
"The views are outstanding! "
Depe Dene Lakeside Resort
Nordick's Inn
Exterior

Nordick's Inn

2.5 star property
9.2 out of 10, Wonderful, (605)
"We really enjoyed our time there"
The price is SAR 563
SAR 625 total
includes taxes & fees
29 Jun - 30 Jun
Nordick's Inn
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Room, 2 Queen Beds, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, individually decorated

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

3.0 star property
9.0 out of 10, Wonderful, (1142)
"Great location.. "
The price is SAR 459
SAR 509 total
includes taxes & fees
8 Jul - 9 Jul
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
The Georgian Lakeside Resort
Suite, Lake View | Lake view

The Georgian Lakeside Resort

2.5 star property
8.6 out of 10, Excellent, (805)
"Great room for the price. Very clean and the staff was great"
The price is SAR 596
SAR 662 total
includes taxes & fees
29 Jun - 30 Jun
The Georgian Lakeside Resort
Tea Island Resort
On the beach, white sand, sun loungers, kayaking

Tea Island Resort

2.0 star property
9.4 out of 10, Exceptional, (184)
"Nice view ,nice place very clean"
Tea Island Resort
Heritage of Lake George
Property grounds

Heritage of Lake George

3.0 star property
9.0 out of 10, Wonderful, (597)
"Beautiful hotel "
The price is SAR 971
SAR 1,078 total
includes taxes & fees
11 Jul - 12 Jul
Heritage of Lake George
Lodge at Schroon Lake
Premium Chalet, Multiple Beds | Terrace/patio

Lodge at Schroon Lake

3.0 star property
8.8 out of 10, Excellent, (324)
"It's a beautiful property with excellent staff service. The only problem I had was with people having their dogs with them for dinner on the patio."
Lodge at Schroon Lake
Holiday Inn Resort Lake George - Adirondack Area by IHG
Interior

Holiday Inn Resort Lake George - Adirondack Area by IHG

3.0 star property
9.2 out of 10, Wonderful, (1006)
"Great place all around."
The price is SAR 889
SAR 987 total
includes taxes & fees
30 Jun - 1 Jul
Holiday Inn Resort Lake George - Adirondack Area by IHG
Studio Motel
Fountain

Studio Motel

2.0 star property
8.6 out of 10, Excellent, (903)
"The queen room was a little small. For the price it was adequate. Good location. "
The price is SAR 296
SAR 339 total
includes taxes & fees
30 Jun - 1 Jul
Studio Motel
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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Cabins in Chestertown you'll enjoy

Charming 2-bedroom cabin in welcoming Chestertown with Lake Views and WiFi
Interior

Charming 2-bedroom cabin in welcoming Chestertown with Lake Views and WiFi

The price is SAR 1,125
SAR 1,894 total
includes taxes & fees
29 Jun - 30 Jun
Charming 2-bedroom cabin in welcoming Chestertown with Lake Views and WiFi

These pet-friendly hotels in Chestertown may fit your trip

Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (127)
The price is SAR 656
SAR 729 total
includes taxes & fees
29 Jun - 30 Jun
Pine Tree Motel & Cabins

Check out family-friendly hotels in Chestertown

Sleepy Hollow, Pool/AC/Fireplace,Cabin Steps to Loon Lake
Property grounds

Sleepy Hollow, Pool/AC/Fireplace,Cabin Steps to Loon Lake

9.8 out of 10, Exceptional, (6)
The price is SAR 1,313
SAR 1,665 total
includes taxes & fees
6 Jul - 7 Jul
Sleepy Hollow, Pool/AC/Fireplace,Cabin Steps to Loon Lake
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.

Where to stay in Chestertown

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

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.

Learn more about Chestertown

Get away to relaxing Chestertown! Enjoy the lake views, coffee, and forests.

See all hotels in Chestertown
A winter scene
Photo by Julie Miller
Open Photo by Julie Miller

Frequently asked questions

Where is the best place to stay in Chestertown?

Based on our traveler data, The Fern Lodge is one of the top choices for your stay. This B&B offers free breakfast and free parking. Pine Tree Motel & Cabins is another good choice for your stay. See all available top hotels, or vacation rentals in Chestertown.

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

Family Friendly - Pet Friendly : This vacation home rental outside of Chestertown is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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: Provides 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 favorite water park hotel in ChestertownCheck 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. 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 Friends Lake, Loon Lake, and Hudson River. A couple of additional sights to add to your agenda are Loon Lake Beach 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.