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Top 10 trending Chestertown hotels

Pine Tree Motel & Cabins
Cabins with front porches and lawns set amidst dense coniferous trees.

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (133)
"Excellent location and staff was very friendly."
The price is P10,179
P11,298 total
includes taxes & fees
Aug 3 - Aug 4
Pine Tree Motel & Cabins
Friends Lake Inn
Relax in this inviting bedroom with a large bed, stone fireplace, and mounted TV.

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (91)
"Quiet lodging and friendly staff"
The price is P12,972
P14,399 total
includes taxes & fees
Aug 3 - Aug 4
Friends Lake Inn
The Fern Lodge
Relax by the water's edge in this serene outdoor seating area, complete with a fire pit and comfortable seating.

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
Enjoy a serene waterfront view from this terrace with seating and a covered area.

The Georgian Lakeside Resort

2.5 star property
8.6 out of 10, Excellent, (875)
"The stay was excellent as expected"
The price is P9,248
P10,265 total
includes taxes & fees
Sep 1 - Sep 2
The Georgian Lakeside Resort
La Quinta Inn & Suites by Wyndham Lake George
Relax by the pool surrounded by a serene landscape mural and enjoy a hot tub experience.

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
9.0 out of 10, Wonderful, (1724)
"Comfortable big bed, nice staff, easy to get around"
The price is P7,614
P8,452 total
includes taxes & fees
Sep 2 - Sep 3
La Quinta Inn & Suites by Wyndham Lake George
Lakefront Terrace Resort
Relax by the serene pool surrounded by a deck with lounge chairs and tables, offering a tranquil view of the lake and distant mountains.

Lakefront Terrace Resort

3.0 star property
8.2 out of 10, Very Good, (929)
"It was a great stay "
Lakefront Terrace Resort
The Queensbury Hotel
Experience the classic charm of Maple Street, where a grand fireplace, elegant chandelier, and checkered floor create a sophisticated atmosphere.

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1297)
"Lovely historic hotel in lovely Glens Falls"
The Queensbury Hotel
Clarion Inn & Suites at the Outlets of Lake George
Step out onto the porch and enjoy the fresh air from the comfort of a cozy seating area.

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
8.4 out of 10, Very Good, (1008)
"Room was large, clean, friendly front desk."
The price is P4,153
P4,610 total
includes taxes & fees
Sep 2 - Sep 3
Clarion Inn & Suites at the Outlets of Lake George
Fort William Henry Hotel and Conference Center
Enjoy waterfront views from the pier, where a paddle steamer awaits.

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very Good, (1003)
"Great stay!"
The price is P12,430
P14,902 total
includes taxes & fees
Sep 1 - Sep 2
Fort William Henry Hotel and Conference Center
Admiral Motel
Relax by the pool in a serene outdoor space with a seating area and lounge chairs.

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (632)
"Very nice stay, beautiful property, friendly staff."
The price is P10,417
P11,562 total
includes taxes & fees
Aug 31 - Sep 1
Admiral Motel
Super 8 by Wyndham Lake George/Downtown
Relax in a serene outdoor space surrounded by lush evergreen trees and a well-manicured lawn.

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 P5,700
P6,327 total
includes taxes & fees
Aug 24 - Aug 25
Super 8 by Wyndham Lake George/Downtown
Best Western of Lake George
Relax by the hotel's central oval pool, surrounded by lounge chairs and umbrellas.

Best Western of Lake George

2.5 star property
7.8 out of 10, Good, (1003)
"Nice pool, very good breakfast."
The price is P5,953
P6,607 total
includes taxes & fees
Sep 1 - Sep 2
Best Western of Lake George
Howard Johnson by Wyndham Lake George
Two single beds with white mattresses and teal bedspreads, a nightstand with a lamp, and a chair against the wall.

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very Good, (1003)
"Enjoyed our stay"
The price is P4,595
P5,100 total
includes taxes & fees
Sep 1 - Sep 2
Howard Johnson by Wyndham Lake George
Mohican Resort Motel
Situated in a serene wooded area, this gazebo offers a peaceful retreat with a sturdy framework, table, and benches.

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
Relax with a scenic view of the lake and surrounding greenery from this covered outdoor area.

Nordick's Inn

2.5 star property
9.2 out of 10, Wonderful, (623)
"We really enjoyed our time there"
The price is P5,218
P5,792 total
includes taxes & fees
Sep 2 - Sep 3
Nordick's Inn
Scotty's Lakeside Resort
Guests can enjoy serene lake views from the deck, featuring three Adirondack chairs.

Scotty's Lakeside Resort

3.0 star property
8.6 out of 10, Excellent, (915)
"Very child friendly resort, great place for families. "
The price is P6,340
P7,037 total
includes taxes & fees
Sep 1 - Sep 2
Scotty's Lakeside Resort
Six Flags Great Escape Lodge & Indoor Waterpark
Experience the tropical oasis with a multi-level pool area featuring slides and water play structures.

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1196)
"Great amenities and clean rooms. "
The price is P13,035
P14,468 total
includes taxes & fees
Aug 7 - Aug 8
Six Flags Great Escape Lodge & Indoor Waterpark
Lodges At Cresthaven
Guests can enjoy stunning lake views from the balconies of our lakeside cabins, surrounded by lush greenery and a well-manicured lawn.

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (484)
"Wonderful trip and wonderful resort! "
The price is P19,776
P21,951 total
includes taxes & fees
Sep 1 - Sep 2
Lodges At Cresthaven
Tiki Resort
Experience the unique Tiki hotel, featuring a distinctive triangular roof design and central tiki-inspired structure, with a pool and Polynesian dinner options available.

Tiki Resort

3.0 star property
7.6 out of 10, Good, (1005)
"It is nice place close to lake for families outdoor pool is also good . "
Tiki Resort
Super 8 by Wyndham Lake George/Warrensburg Area
Cozy cabin with a charming front porch, complete with a bench and hanging flower baskets.

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 P4,153
P4,610 total
includes taxes & fees
Sep 1 - Sep 2
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.

Learn more about Chestertown

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

See all hotels in Chestertown
Photo by Julie Miller
Open Photo by Julie Miller

Top Chestertown Hotel Reviews

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

10/10 Excellent
"Had everything needed really close distances , food, parks, stores."
Luis 1-night trip
Posted 16 hours ago
Six Flags Great Escape Lodge & Indoor Waterpark

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.

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 accommodation for a budget-friendly stay in Chestertown?

Based on reviews, Pine Tree Motel & Cabins is a popular 2-star property for our travelers looking for an economical choice, and features free WiFi and free parking. View all budget hotels in Chestertown.

What's the best accommodation for a family vacation in Chestertown?

Pine Tree Motel & Cabins is a property with free parking and free WiFi, and it's a top choice on Expedia for families. The Fern Lodge is another choice for your family trip. Attractions in the area like Garnet Hill Lodge and Ski Resort and House of Frankenstein Wax Museum are also fun for kids of all ages. Find more child-friendly accommodations in Chestertown.

What's the best hotel for couples in Chestertown?

Friends Lake Inn is a favorite 4-star hotel for couples, and features a full-service spa and wedding services. Another choice for a romantic stay is The Fern Lodge. See all romantic hotels in Chestertown.

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 place to stay close to Loon Lake Beach?

Pine Tree Motel & Cabins is one of the top choices for your stay based on our traveler data, and this property offers free WiFi and free parking. It's located just a short 0.5 mi (0.8 km) from Loon Lake Beach. Another good choice is Friends Lake Inn, located 1.6 mi (2.6 km) away.

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's the best luxury place to stay in Chestertown?

Friends Lake Inn is a 4-star hotel with a full-service spa and a terrace, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Find more luxury hotels in Chestertown.

What's the best place to stay for a winter vacation in Chestertown?

Based on our travel data, The Fern Lodge is a top 3.5-star B&B for a winter vacation, and features ski passes and private spa tubs. Friends Lake Inn is another good choice for your ski trip. Those looking to ski or snowboard can spend their days at Gore Mountain Ski Resort.

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 is the best spa hotel in Chestertown?

Friends Lake Inn is a top spa hotel featuring a bar and a restaurant. See all spa hotels 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 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.