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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, (51)
Unwind in this beach B&B offering complimentary breakfast, WiFi, and parking. Rejuvenate with massages, a fitness centre, and sauna after exploring nearby Friends Lake. The welcoming bar serves drinks to complete your Adirondack escape.

"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, (1470)
"Nice location, clean room, nice breakfast selection."
United States
Keitha
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, (407)
Experience mountain charm at this North Creek lodge with restaurant and bar just minutes from Gore Mountain Ski Resort. After a day on the slopes, enjoy free breakfast, WiFi, and parking. Clean rooms and helpful staff ensure a comfortable alpine getaway.

"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 NZ$323
includes taxes & fees
8 Jan - 9 Jan
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, (136)
Set on the shores of Lake George, this serene YMCA Inn offers complimentary breakfast, WiFi, and parking. Guests appreciate the helpful staff and 24-hour fitness centre. The quiet location provides easy access to Lake George and Huletts Landing Marina.

"Awesome place"
United States
Kevin
The price is NZ$189
includes taxes & fees
11 Jan - 12 Jan
Silver Bay YMCA Inn and Conference Center

Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (212)
Warm mountain retreat offering German cuisine at becks TAVERN and complimentary area shuttle to Gore Mountain Ski Resort. After skiing, unwind at the bar or plan tomorrow's adventure across 3 meeting spaces, all with free WiFi throughout.

"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, (32)
Surrounded by outdoor adventures, this rustic retreat offers complimentary WiFi and parking just 15 minutes from Gore Mountain Ski Resort. Hiking trails, kayaking spots, and mountain biking routes await active travellers at this charming Wevertown lodge.

"It was great!"
United States
Elif
The price is NZ$265
includes taxes & fees
5 Jan - 6 Jan
Llama House ADK

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, (16)
"Amazing castle! Beautiful views of Lake George. Your own private hidden getaway. The most unique experience in Lake George."
United States
Shannon
The price is NZ$2,333
includes taxes & fees
8 Jan - 9 Jan
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

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, (1000)
Escape to Lake George area with a splash in the year-round indoor pool. This hotel offers free breakfast, WiFi, and parking, plus a 24-hour fitness centre. Just a short drive to Six Flags Great Escape and Adirondack Sports Complex.

"Nice room , enjoyed the hot tub"
United States
Thomas
The price is NZ$183
includes taxes & fees
4 Jan - 5 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, (1001)
This peaceful Queensbury hotel offers free breakfast, WiFi, and parking close to Six Flags Great Escape. Hiking trails and snowboarding opportunities surround the property, while the fitness centre provides active options on-site.

"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 NZ$119
includes taxes & fees
1 Feb - 2 Feb
Days Inn by Wyndham Queensbury/Lake George

The Alpine Lodge

The Alpine Lodge
3.0 star property
North Creek
9.0 out of 10, Wonderful, (664)
"Nice room, great location, electric vehicle charging was a bonus!"
United States
Tom
The Alpine Lodge

Quality Inn Queensbury - Lake George Area

Quality Inn Queensbury - Lake George Area
2.5 star property
Queensbury
7.8 out of 10, Good, (1000)
Situated in Queensbury, this hotel is a short drive from Six Flags Great Escape and Lake George. Enjoy complimentary breakfast, WiFi, and parking. The fitness centre helps maintain your routine while the exceptionally helpful staff ensures a pleasant stay.

"Hotel was nice. Staff friendly."
United States
peter
The price is NZ$155
includes taxes & fees
11 Jan - 12 Jan
Quality Inn Queensbury - Lake George Area

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, (469)
Conveniently located 15 minutes from Six Flags Great Escape and Lake George, this hotel offers free breakfast and parking. Enjoy the indoor pool for morning swims or workout at the 24-hour fitness centre. Guests consistently praise the helpful staff for exceptional service.

"Great location to stay "
United States
Shalin
The price is NZ$179
includes taxes & fees
25 Jan - 26 Jan
Fairfield Inn & Suites by Marriott Queensbury Glens Falls/Lake George Area

Motel Luzerne

Motel Luzerne
2.0 star property
Lake Luzerne
8.8 out of 10, Excellent, (173)
This Lake Luzerne motel offers rowing and canoeing opportunities with easy access to Wayside Beach. Cool off in the seasonal outdoor pool after exploring Sacandaga Outdoor Centre. Free WiFi and parking enhance your mountain getaway.

"Nice property to stay - simple , clean and located in very beautiful place"
United States
Vladimir
The price is NZ$145
includes taxes & fees
3 Jan - 4 Jan
Motel Luzerne

Econo Lodge Glens Falls / Lake George

Econo Lodge Glens Falls / Lake George
2.0 star property
Queensbury
7.0 out of 10, Good, (628)
Set in Queensbury, this hotel offers convenient access to Six Flags Great Escape and Lake George attractions. Enjoy complimentary WiFi and parking while friendly staff ensure a pleasant stay. Perfect for outdoor enthusiasts interested in nearby skiing and snowboarding.

"Clean rooms, super friendly staff. Convenient location."
United States
Patricia
The price is NZ$145
includes taxes & fees
16 Jan - 17 Jan
Econo Lodge Glens Falls / Lake George

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, (836)
Conveniently located near Lake George, this comfortable hotel offers free breakfast, WiFi, and parking. Guests can swim year-round in the indoor pool or work out at the fitness centre. Rooms include refrigerators and sofa beds for flexible family stays.

"Room for as ready early after long trip and staff person was very nice when we got here !"
United States
Frederick
The price is NZ$162
includes taxes & fees
11 Jan - 12 Jan
Home2 Suites by Hilton Queensbury Lake George

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (549)
Tee off at the 18-hole course at this Schroon Lake motel before cooling down in the seasonal outdoor pool. Winter brings snowmobiling opportunities while nearby Strand Theatre and Park Beach offer local entertainment. Clean rooms and free WiFi await.

"Convenient check in, good value."
United States
Dalei
The price is NZ$209
includes taxes & fees
1 Feb - 2 Feb
Maple Leaf Motel

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (21)
Unwind at this peaceful waterfront resort with a private beach on Lake George. Each cabin offers Smart TVs and printers for convenience. Visit the nearby Black Point Public Beach or explore the garden grounds.

"Great updated cabin. "
United States
Diane
The price is NZ$330
includes taxes & fees
4 Jan - 5 Jan
Trout House Village Resort

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George
2.5 star property
Queensbury
7.4 out of 10, Good, (1026)
This Queensbury hotel offers a refreshing indoor pool and comfortable beds praised by travellers. Guests will appreciate the quiet atmosphere and convenient location near dining, shopping, and Lake George. Hiking trails and outdoor adventures await nearby.

"Great place to stay with the family. Kids love the huge indoor pool and breakfast area . Lots of room for activities, pet friendly and near most dining and shopping areas around Queensbury. "
United States
Samantha
The price is NZ$142
includes taxes & fees
11 Jan - 12 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, (1000)
Located just minutes from Six Flags Great Escape and Lake George, this hotel offers free breakfast, WiFi, and parking. Take a morning swim in the indoor pool or visit the fitness centre after exploring nearby attractions. Helpful staff and clean rooms await.

"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 NZ$160
includes taxes & fees
12 Jan - 13 Jan
Sleep Inn & Suites Queensbury - Lake George

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1003)
Located in Queensbury, this motel offers free WiFi and parking just minutes from Six Flags Great Escape. Travellers praise the helpful staff and clean rooms, with easy access to highways and local attractions like Adirondack Sports Complex.

"The only problem was the other tenants. They were very loud before 6am. Other than that it was a nice stay"
United States
Deb
The price is NZ$147
includes taxes & fees
11 Jan - 12 Jan
Red Roof Inn Queensbury
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.

Great weekend hotel deals in Chestertown, NY

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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

More cheap accommodation in Chestertown

Frequently asked questions

Where is the best place to stay in Chestertown?
Based on our traveller data, Friends Lake Inn is one of the top choices for your stay. This hotel offers a restaurant and free parking. Other good options for your stay include Pine Tree Motel & Cabins and The Fern Lodge. 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: Offers 2 restaurants, an indoor pool and 2 bars. The Georgian Lakeside Resort and Best Western of 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 ChestertownAnother top water park hotel you might want to consider is Historic Charm- ADK Farmhouse w/Hot Tub, Pond View & walkable to 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 111 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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