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Our top choices for Chestertown hotels

The Fern Lodge

The Fern Lodge
3.5 star property
Chestertown
10.0 out of 10, Exceptional, (52 reviews)
"I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning! "
United States
Morgan
The Fern Lodge

The Queensbury Hotel

The Queensbury Hotel
3.0 star property
Glens Falls
9.4 out of 10, Exceptional, (1,481 reviews)
"great place "
United States
Scott
The Queensbury Hotel

North Creek Lodge at Gore Mountain

North Creek Lodge at Gore Mountain
3.0 star property
North Creek
8.0 out of 10, Very good, (415 reviews)
"Convenient location...Staff was super friendly and the rooms were clean and well put together. Breakfast was nice also. The only thing I could ask for would be nicer pillows."
United States
Peter
The price is AU$305
includes taxes & fees
3 Feb - 4 Feb
North Creek Lodge at Gore Mountain

Silver Bay YMCA Inn and Conference Center

Silver Bay YMCA Inn and Conference Center
3.0 star property
Silver Bay
8.8 out of 10, Excellent, (138 reviews)
"Yes but wished they had tv’s"
United States
Gina
The price is AU$147
includes taxes & fees
21 Jan - 22 Jan
Silver Bay YMCA Inn and Conference Center

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!
3.0 star property
Bolton Landing
9.8 out of 10, Exceptional, (17 reviews)
"We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back."
United States
Matthew
The price is AU$1,991
includes taxes & fees
1 Feb - 2 Feb
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (212 reviews)
"hi, everything was great, would go back again, great location!! "
United States
david
Gore Mountain Lodge

Llama House ADK

Llama House ADK
2.5 star property
Wevertown
9.2 out of 10, Wonderful, (33 reviews)
"Room was better than advertised and the whole experience was great"
United States
Yostis
The price is AU$224
includes taxes & fees
2 Feb - 3 Feb
Llama House ADK

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (666 reviews)
"Self check in was a breeze - clean, quiet and comfortable room. "
United States
Stephen T
The price is AU$296
includes taxes & fees
21 Jan - 22 Jan
The Alpine Lodge

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (21 reviews)
"Great updated cabin. "
United States
Diane
The price is AU$392
includes taxes & fees
21 Jan - 22 Jan
Trout House Village Resort

Holiday Inn Express Queensbury - Lake George Area by IHG

Holiday Inn Express Queensbury - Lake George Area by IHG
2.5 star property
Queensbury
9.0 out of 10, Wonderful, (1,000 reviews)
"Wonderful stay New and very clean rooms plus an amazing breakfast buffet and coffee."
United States
richard
The price is AU$157
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Express Queensbury - Lake George Area by IHG

Days Inn by Wyndham Queensbury/Lake George

Days Inn by Wyndham Queensbury/Lake George
2.0 star property
Queensbury
5.6 out of 10, (1,000 reviews)
"A place to stay for a night, not very clean,bed sheet only on mattress no pad, no blanket. room was warm and shower was ok."
United States
STEVEN
The price is AU$103
includes taxes & fees
4 Feb - 5 Feb
Days Inn by Wyndham Queensbury/Lake George

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
8.0 out of 10, Very good, (1,000 reviews)
"Great place to stay. "
United States
Sandra
The price is AU$134
includes taxes & fees
27 Jan - 28 Jan
Quality Inn Queensbury - Lake George Area

Motel Luzerne

Motel Luzerne
2.0 star property
Lake Luzerne
8.8 out of 10, Excellent, (177 reviews)
"Nice property to stay - simple , clean and located in very beautiful place"
United States
Vladimir
The price is AU$125
includes taxes & fees
23 Jan - 24 Jan
Motel Luzerne

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area
2.5 star property
Queensbury
9.6 out of 10, Exceptional, (475 reviews)
"Clean, friendly staff"
United States
Susan
The price is AU$164
includes taxes & fees
9 Feb - 10 Feb
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (552 reviews)
"Convenient check in, good value."
United States
Dalei
The price is AU$180
includes taxes & fees
21 Jan - 22 Jan
Maple Leaf Motel

Home2 Suites by Hilton Queensbury Lake George

Home2 Suites by Hilton Queensbury Lake George
3.0 star property
Queensbury
9.2 out of 10, Wonderful, (849 reviews)
"Excellent love the stay"
United States
Rana
The price is AU$175
includes taxes & fees
29 Jan - 30 Jan
Home2 Suites by Hilton Queensbury Lake George

Econo Lodge Glens Falls / Lake George

Econo Lodge Glens Falls / Lake George
2.0 star property
Queensbury
7.0 out of 10, Good, (629 reviews)
"Room was clean and quiet. Clearly a bare bones place. No elevators, hall carpets seen better days, no room coffee pot, coffee in lounge. But convenient and price is right."
United States
Gordon
The price is AU$125
includes taxes & fees
2 Feb - 3 Feb
Econo Lodge Glens Falls / Lake George

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1,026 reviews)
"Great owner and staff"
United States
Everard
The price is AU$131
includes taxes & fees
22 Jan - 23 Jan
Baymont by Wyndham Queensbury / Lake George

Sleep Inn & Suites Queensbury - Lake George

Sleep Inn & Suites Queensbury - Lake George
2.5 star property
Queensbury
8.4 out of 10, Very good, (1,001 reviews)
"The room was clean and comfortable. The front desk was friendly and professional. Will stay again in the future."
United States
Lenora
The price is AU$144
includes taxes & fees
29 Jan - 30 Jan
Sleep Inn & Suites Queensbury - Lake George

Sun Castle Resort

Sun Castle Resort
3.5 star property
Lake George
9.0 out of 10, Wonderful, (62 reviews)
"Lovely property the lake is calming and beautiful. "
United States
patricia
The price is AU$586
includes taxes & fees
21 Jan - 22 Jan
Sun Castle Resort
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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

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.

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

Top Chestertown Hotel Reviews

Recent Reviews in Chestertown

More cheap accommodation in Chestertown

Frequently asked questions

Where is the best place to stay in Chestertown?
The Fern Lodge is one of the top choices for your stay based on our traveller data. This B&B offers free breakfast and free parking. Other good choices for your stay in the area are Six Flags Great Escape Lodge & Indoor Waterpark and The Queensbury Hotel. 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 selection of games. 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?
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: Features 2 restaurants, an indoor pool and 2 bars. Eagles Nest at Loon Lake near Gore Mountain and Courtyard by Marriott 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?
Historic 1860s ADK Farmhouse w/Hot Tub, Private Pond, & walkable to Chestertown. is a favourite water park hotel in ChestertownAnother top water park hotel you might want to consider is 1970s acreage surrounded by trees with deck, grill, & internet.
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 112 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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