Photo by Julie Miller

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15 Oct - 16 Oct
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16 Oct - 17 Oct
This weekend
17 Oct - 19 Oct
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24 Oct - 26 Oct

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Top hotels and accommodation in Chestertown

Exterior
Pine Tree Motel & Cabins
Pine Tree Motel & Cabins
2.0 star property
9.2 out of 10, Wonderful, (143)
"Excellent location and staff was very friendly."
The price is AU$298
includes taxes & fees
19 Oct - 20 Oct
Pine Tree Motel & Cabins
Premier Room
Friends Lake Inn
Friends Lake Inn
4.0 star property
8.6 out of 10, Excellent, (102)
"Staff was great. The inn is unique. Perfect!"
The price is AU$381
includes taxes & fees
16 Oct - 17 Oct
Friends Lake Inn
Lake view
The Fern Lodge
The Fern Lodge
3.5 star property
9.8 out of 10, Exceptional, (47)
"Comfortable, friendly, beautiful lodge, spacious facilities"
The Fern Lodge
Indoor pool
La Quinta Inn & Suites by Wyndham Lake George
La Quinta Inn & Suites by Wyndham Lake George
3.0 star property
9.0 out of 10, Wonderful, (1678)
"Great stay"
The price is AU$173
includes taxes & fees
27 Oct - 28 Oct
La Quinta Inn & Suites by Wyndham Lake George
Suite, Lake View | Lake view
The Georgian Lakeside Resort
The Georgian Lakeside Resort
2.5 star property
8.6 out of 10, Excellent, (1012)
"I had a great stay!"
The price is AU$177
includes taxes & fees
24 Oct - 25 Oct
The Georgian Lakeside Resort
Lobby
The Queensbury Hotel
The Queensbury Hotel
3.0 star property
9.4 out of 10, Exceptional, (1387)
"Great place to stay. "
The Queensbury Hotel
Aerial view
Fort William Henry Hotel and Conference Center
Fort William Henry Hotel and Conference Center
3.0 star property
8.4 out of 10, Very good, (1003)
"a very nice place to stay"
The price is AU$202
includes taxes & fees
5 Nov - 6 Nov
Fort William Henry Hotel and Conference Center
Porch
Clarion Inn & Suites at the Outlets of Lake George
Clarion Inn & Suites at the Outlets of Lake George
2.5 star property
8.4 out of 10, Very good, (1012)
"Quick easy check-in. Wonderful easy place to stay like always"
The price is AU$133
includes taxes & fees
19 Oct - 20 Oct
Clarion Inn & Suites at the Outlets of Lake George
Exterior
Super 8 by Wyndham Lake George/Downtown
Super 8 by Wyndham Lake George/Downtown
2.0 star property
8.0 out of 10, Very good, (954)
"This was an amazing stay! Loved it!"
The price is AU$103
includes taxes & fees
21 Oct - 22 Oct
Super 8 by Wyndham Lake George/Downtown
View from property
Scotty's Lakeside Resort
Scotty's Lakeside Resort
3.0 star property
8.6 out of 10, Excellent, (969)
"Very nice stay"
The price is AU$169
includes taxes & fees
16 Oct - 17 Oct
Scotty's Lakeside Resort
Exterior
Lodges At Cresthaven
Lodges At Cresthaven
4.0 star property
9.4 out of 10, Exceptional, (508)
"Great place to stay"
Lodges At Cresthaven
Premium Chalet, Multiple Beds | Terrace/patio
Lodge at Schroon Lake
Lodge at Schroon Lake
3.0 star property
9.0 out of 10, Wonderful, (393)
"Beautiful property. We had a great stay!"
Lodge at Schroon Lake
Gazebo
Mohican Resort Motel
Mohican Resort Motel
2.5 star property
9.0 out of 10, Wonderful, (162)
"Clean, staff very friendly, family friendly! Great place and would definitely book again!"
Mohican Resort Motel
Water park
Six Flags Great Escape Lodge & Indoor Waterpark
Six Flags Great Escape Lodge & Indoor Waterpark
3.5 star property
7.8 out of 10, Good, (1337)
"Would visit again! "
The price is AU$221
includes taxes & fees
10 Nov - 11 Nov
Six Flags Great Escape Lodge & Indoor Waterpark
Room, 2 Queen Beds, Non Smoking
Howard Johnson by Wyndham Lake George
Howard Johnson by Wyndham Lake George
2.0 star property
8.0 out of 10, Very good, (1023)
"Staff was very welcoming and friendly."
The price is AU$101
includes taxes & fees
27 Oct - 28 Oct
Howard Johnson by Wyndham Lake George
Interior
Holiday Inn Resort Lake George - Adirondack Area by IHG
Holiday Inn Resort Lake George - Adirondack Area by IHG
3.0 star property
9.2 out of 10, Wonderful, (1002)
"Clean, great amenities, softttttt sheets!"
The price is AU$163
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Resort Lake George - Adirondack Area by IHG
Terrace/patio
The Juliana Resort
The Juliana Resort
2.5 star property
8.8 out of 10, Excellent, (179)
"Lake view and access was great"
The price is AU$169
includes taxes & fees
16 Oct - 17 Oct
The Juliana Resort
Room, 2 Queen Beds, Non Smoking
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
3.0 star property
9.0 out of 10, Wonderful, (1263)
"Friendly staff...clean rooms comfy beds great hotel great location"
The price is AU$152
includes taxes & fees
16 Oct - 17 Oct
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Exterior
Super 8 by Wyndham Lake George/Warrensburg Area
Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
8.6 out of 10, Excellent, (1004)
"Excellent stay."
The price is AU$110
includes taxes & fees
26 Oct - 27 Oct
Super 8 by Wyndham Lake George/Warrensburg Area
Room, Non Smoking, Lake View (Balcony, 2 King Beds)
Courtyard by Marriott Lake George
Courtyard by Marriott Lake George
3.0 star property
9.2 out of 10, Wonderful, (1009)
"Great place to stay for enjoying the Lake George area."
The price is AU$203
includes taxes & fees
2 Nov - 3 Nov
Courtyard by Marriott 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

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

Stay near popular Chestertown attractions

Friends Lake

Commune with nature and explore the great outdoors at Friends Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
See properties

Loon Lake

Commune with nature and explore the great outdoors at Loon Lake during your travels in Chestertown. While you're in the area, stroll along the lakeside.
See properties

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

Lodge at Schroon Lake

Lodge at Schroon Lake

10/10 Excellent
"The bird cabins are the cutest thing. Very private and quiet. All staff and service has been so helpful. My husband and I have decided this is our weekend get away location from now on!!! The backyard playground is amazing and there was a beautiful wedding happening when we were here. Definitely a well rounded establishment!!! We will be back soon!!"
Heather 1-night trip
Posted 2 days ago
Lodge at Schroon Lake

More cheap accommodation in Chestertown

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln, Queensbury, NY
The price is AU$126 per night from 19 Oct to 20 Oct
AU$126
19 Oct - 20 Oct
includes taxes & fees
7.2/10 Good! (1,017 reviews)

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. Another top choice for your visit based on reviews is 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?
Eagles Nest at Loon Lake near Gore Mountain: This highly rated holiday home rental in Chestertown is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a pool table. 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 La Quinta Inn & Suites by Wyndham Lake George are two additional hotels that offer an on-site pool. View all hotels with pools 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 118 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.

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