Photo by Julie Miller

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17 Aug - 18 Aug
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Top hotels and accommodation in Chestertown

Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent location and staff was very friendly."
The price is NZ$328
includes taxes & fees
18 Aug - 19 Aug
Pine Tree Motel & Cabins
Friends Lake Inn
Premier Room

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (96)
"Very nice location. Would have enjoyed more activity like hiking or a pool or something on site. But it met our requirements for a beautiful place to stay with good food"
The price is NZ$418
includes taxes & fees
18 Aug - 19 Aug
Friends Lake Inn
The Fern Lodge
Lake view

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
Suite, Lake View | Lake view

The Georgian Lakeside Resort

2.5 star property
8.6 out of 10, Excellent, (904)
"Great hotel for kids. "
The price is NZ$255
includes taxes & fees
27 Aug - 28 Aug
The Georgian Lakeside Resort
La Quinta Inn & Suites by Wyndham Lake George
Indoor pool

La Quinta Inn & Suites by Wyndham Lake George

3.0 star property
9.0 out of 10, Wonderful, (1695)
"Great hotel, friendly staff, close to outlets, great escape and downtown "
The price is NZ$206
includes taxes & fees
1 Sept - 2 Sept
La Quinta Inn & Suites by Wyndham Lake George
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, (962)
"It was a great stay "
Lakefront Terrace Resort
The Queensbury Hotel
Lobby

The Queensbury Hotel

3.0 star property
9.4 out of 10, Exceptional, (1320)
"Ideal location and nice hotel"
The Queensbury Hotel
Fort William Henry Hotel and Conference Center
Aerial view

Fort William Henry Hotel and Conference Center

3.0 star property
8.4 out of 10, Very good, (1002)
"Great stay!"
The price is NZ$409
includes taxes & fees
9 Sept - 10 Sept
Fort William Henry Hotel and Conference Center
Clarion Inn & Suites at the Outlets of Lake George
Porch

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
8.4 out of 10, Very good, (1010)
"We had a nice stay."
The price is NZ$134
includes taxes & fees
2 Sept - 3 Sept
Clarion Inn & Suites at the Outlets of Lake George
Admiral Motel
Terrace/patio

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (648)
"Very nice stay, beautiful property, friendly staff."
The price is NZ$204
includes taxes & fees
12 Sept - 13 Sept
Admiral Motel
Super 8 by Wyndham Lake George/Downtown
Exterior

Super 8 by Wyndham Lake George/Downtown

2.0 star property
8.0 out of 10, Very good, (910)
"Lovely property, great if you’re are traveling with kids! Clean, close to activities and food, staff was very nice. "
The price is NZ$118
includes taxes & fees
7 Sept - 8 Sept
Super 8 by Wyndham Lake George/Downtown
Tiki Resort
Front of property - evening/night

Tiki Resort

3.0 star property
7.6 out of 10, Good, (1007)
"My family loves the hotel, I’ll be back soon."
Tiki Resort
Nordick's Inn
Exterior

Nordick's Inn

2.5 star property
9.0 out of 10, Wonderful, (632)
"Staff at Nordicks was extremely helpful and friendly. The Inn is conveniently located to shopping and restaurants. The views of the lake were beautiful! Will stay here again!"
The price is NZ$168
includes taxes & fees
2 Sept - 3 Sept
Nordick's Inn
Howard Johnson by Wyndham Lake George
Room, 2 Queen Beds, Non Smoking

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very good, (1009)
"Hotel walkable to town and to restaurants."
The price is NZ$98
includes taxes & fees
14 Sept - 15 Sept
Howard Johnson by Wyndham Lake George
Scotty's Lakeside Resort
View from property

Scotty's Lakeside Resort

3.0 star property
8.6 out of 10, Excellent, (926)
"Beach area is great. "
The price is NZ$204
includes taxes & fees
1 Sept - 2 Sept
Scotty's Lakeside Resort
Six Flags Great Escape Lodge & Indoor Waterpark
Water park

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 star property
7.8 out of 10, Good, (1239)
"Great place for young families. "
Six Flags Great Escape Lodge & Indoor Waterpark
Lodges At Cresthaven
Exterior

Lodges At Cresthaven

4.0 star property
9.4 out of 10, Exceptional, (486)
"Wonderful trip and wonderful resort! "
The price is NZ$478
includes taxes & fees
15 Sept - 16 Sept
Lodges At Cresthaven
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, (1003)
"Very clean and family oriented hotel!"
The price is NZ$270
includes taxes & fees
8 Sept - 9 Sept
Holiday Inn Resort Lake George - Adirondack Area by IHG
Inn on the Hill
Terrace/patio

Inn on the Hill

2.5 star property
8.8 out of 10, Excellent, (317)
"Great place to stay. Room was excellent and they replaced towels as you needed them. They were so friendly."
Inn on the Hill
Baymont by Wyndham Queensbury / Lake George
Business centre

Baymont by Wyndham Queensbury / Lake George

2.5 star property
7.4 out of 10, Good, (1009)
"We loved staying at this hotel"
The price is NZ$139
includes taxes & fees
7 Sept - 8 Sept
Baymont by Wyndham Queensbury / Lake George
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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Our guide on where to stay in Chestertown

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

Chester Shores

While Chester Shores isn't home to many top sights, Loon Lake Beach and Loon Lake are some notable places to visit nearby.

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.

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

Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent
"Our stay was very enjoyable. Check in went smoothly. The room was clean, roomy and comfortable. The pool and breakfast was awesome. Great place to stay!"
Lisa 2-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Lake George

Frequently asked questions

Where is the best place to stay in Chestertown?

The Fern Lodge is a favourite 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 holiday rentals that Chestertown has to offer?

Bear Cub Barn, Bolton Landing: This holiday home rental outside of Chestertown is located in a rural location, and offers a garden, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, an oven and a microwave. 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 most room reservations are fully refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Chestertown.

What's the best LGBTQ-friendly hotel 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 dog-friendly place to stay in Chestertown?

Pine Tree Motel & Cabins is a top dog-friendly option for your stay. Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Chestertown.

What's the best hotel for a beach holiday 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 accommodation options with pools in Chestertown?

The Queensbury Hotel: Provides 2 restaurants, an indoor pool and 2 bars. The Georgian Lakeside Resort and Lakefront Terrace Resort are two additional hotels that offer an on-site 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 top 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 favourite water park hotel in Chestertown

What is staying in Chestertown like?

Visitors to Chestertown will definitely enjoy the lakeside setting. Tourists can also enjoy the city's coffee shops, forests and seafood restaurants. In Chestertown, there are 120 hotels and other accommodation options to choose from. Find out more about Chestertown.

What is there to see 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 itinerary are Hudson River and Tripp Pond. Take a look at what more there is to see and do in Expedia's Chestertown guide.

What's the seasonal weather like in Chestertown?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chestertown are January, March, November and December, with each month seeing an average of 33 cm of snowfall.