Photo by Julie Miller

Find hotels in Chestertown, NY from AED 207

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Compare 1,542 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (132)
"Excellent location and staff was very friendly."
The price is AED 643
AED 713 total
includes taxes & fees
3 Aug - 4 Aug
Pine Tree Motel & Cabins

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (91)
"Quiet lodging and friendly staff"
The price is AED 862
AED 957 total
includes taxes & fees
4 Aug - 5 Aug
Friends Lake Inn

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (47)
"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 Fern Lodge

The Georgian Lakeside Resort

2.5 star property
8.6 out of 10, Excellent, (874)
"The stay was excellent as expected"
The price is AED 578
AED 642 total
includes taxes & fees
1 Sep - 2 Sep
The Georgian Lakeside Resort

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
9.0 out of 10, Wonderful, (1720)
"Comfortable big bed, nice staff, easy to get around"
The price is AED 487
AED 541 total
includes taxes & fees
1 Sep - 2 Sep
La Quinta Inn & Suites by Wyndham Lake George

Lakefront Terrace Resort

3.0 star property
8.2 out of 10, Very Good, (926)
"It was a great stay "
Lakefront Terrace Resort

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1295)
"Lovely historic hotel in lovely Glens Falls"
The Queensbury Hotel

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
8.4 out of 10, Very Good, (1006)
"Room was large, clean, friendly front desk."
The price is AED 372
AED 412 total
includes taxes & fees
26 Aug - 27 Aug
Clarion Inn & Suites at the Outlets of Lake George

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very Good, (1002)
"Great stay!"
The price is AED 746
AED 898 total
includes taxes & fees
1 Sep - 2 Sep
Fort William Henry Hotel and Conference Center

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (632)
"Very nice stay, beautiful property, friendly staff."
The price is AED 658
AED 730 total
includes taxes & fees
31 Aug - 1 Sep
Admiral Motel

Super 8 by Wyndham Lake George/Downtown

2.0 star property
8.0 out of 10, Very Good, (899)
"Place is really nice & and owners are friendly."
The price is AED 360
AED 400 total
includes taxes & fees
24 Aug - 25 Aug
Super 8 by Wyndham Lake George/Downtown

Best Western of Lake George

2.5 star property
7.8 out of 10, Good, (1002)
"Nice pool, very good breakfast."
The price is AED 376
AED 417 total
includes taxes & fees
1 Sep - 2 Sep
Best Western of Lake George

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very Good, (1002)
"Enjoyed our stay"
The price is AED 290
AED 322 total
includes taxes & fees
1 Sep - 2 Sep
Howard Johnson by Wyndham Lake George

Mohican Resort Motel

2.5 star property
9.0 out of 10, Wonderful, (145)
"Super sweet staff, CLEAN room, easy parking and great pool area. So dog friendly, will definitely return and recommend! "
Mohican Resort Motel

Nordick's Inn

2.5 star property
9.2 out of 10, Wonderful, (622)
"We really enjoyed our time there"
The price is AED 367
AED 407 total
includes taxes & fees
1 Sep - 2 Sep
Nordick's Inn

Scotty's Lakeside Resort

3.0 star property
8.6 out of 10, Excellent, (914)
"Very child friendly resort, great place for families. "
The price is AED 400
AED 444 total
includes taxes & fees
1 Sep - 2 Sep
Scotty's Lakeside Resort

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1189)
"Great amenities and clean rooms. "
The price is AED 700
AED 777 total
includes taxes & fees
6 Aug - 7 Aug
Six Flags Great Escape Lodge & Indoor Waterpark

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (484)
"Wonderful trip and wonderful resort! "
The price is AED 1,249
AED 1,386 total
includes taxes & fees
1 Sep - 2 Sep
Lodges At Cresthaven

Tiki Resort

3.0 star property
7.6 out of 10, Good, (1004)
"It is nice place close to lake for families outdoor pool is also good . "
Tiki Resort

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
8.6 out of 10, Excellent, (1003)
"Was close to people we were visiting. "
The price is AED 262
AED 291 total
includes taxes & fees
1 Sep - 2 Sep
Super 8 by Wyndham Lake George/Warrensburg Area
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 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.

Stay near popular Chestertown attractions

Loon Lake Beach

Loon Lake Beach

If a restful vacation is part of your travel plans, Loon Lake Beach might be the perfect place to seek out during your trip to Chestertown. While you're in the area, stroll along the lakeside.

Learn more about Chestertown

Get away to secluded Chestertown! Enjoy the lake views, coffee, and horseback riding.

A winter scene
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

Frequently asked questions

Where is the best place to stay in Chestertown?

The Fern Lodge is a favorite property for Expedia customers. This B&B offers free breakfast and free parking. Other top choices based on reviews include Pine Tree Motel & Cabins and Friends Lake Inn. 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?

Best Western of Lake George: Hotel located near Lake George. Provides daily, an outdoor pool, and free self parking. The Queensbury Hotel and The Georgian Lakeside Resort 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 121 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.