Photo by Julie Miller

Chestertown hotels from HK$325

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2 Sept - 3 Sept
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Top 10 trending Chestertown hotels

Our top choices for Chestertown hotels

Doray Motel
Property grounds

Doray Motel

2.0 star property
8.4 out of 10, Very good, (180)
"Very cute and clean rooms, staff was incredibly kind and friendly!"
The price is HK$507
HK$562 total
includes taxes & fees
15 Sept - 16 Sept
Doray Motel
Pinebrook Motel
Balcony

Pinebrook Motel

2.0 star property
7.4 out of 10, Good, (179)
"Everything was great, we had a lovely stay and will definitely be back soon!"
The price is HK$444
HK$493 total
includes taxes & fees
7 Sept - 8 Sept
Pinebrook Motel
Windsor Motel
Restaurant

Windsor Motel

2.5 star property
7.4 out of 10, Good, (223)
"Nice staff and convenient location. Good price. Clean and comfortable."
The price is HK$429
HK$476 total
includes taxes & fees
15 Sept - 16 Sept
Windsor Motel
Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (138)
"Excellent location and staff was very friendly."
The price is HK$1,364
HK$1,514 total
includes taxes & fees
11 Sept - 12 Sept
Pine Tree Motel & Cabins
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
Friends Lake Inn
1 bedroom, premium bedding, individually decorated

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (99)
"Beautiful setting. Very clean. Charming building. Friendly staff. Breakfast included."
The price is HK$1,739
HK$1,930 total
includes taxes & fees
3 Sept - 4 Sept
Friends Lake Inn
Silver Bay YMCA Inn and Conference Center
Private beach, beach volleyball

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.8 out of 10, Excellent, (111)
"Great beach and room. "
The price is HK$688
HK$764 total
includes taxes & fees
4 Sept - 5 Sept
Silver Bay YMCA Inn and Conference Center
Fran Cove Motel
BBQ/picnic Area

Fran Cove Motel

2.0 star property
7.8 out of 10, Good, (317)
"quiet place "
The price is HK$616
HK$704 total
includes taxes & fees
15 Sept - 16 Sept
Fran Cove Motel
Seven Dwarfs Motel and Cabins
Seasonal outdoor pool

Seven Dwarfs Motel and Cabins

2.0 star property
7.4 out of 10, Good, (163)
"Owners and staff were extremely accommodating and friendly"
The price is HK$619
HK$687 total
includes taxes & fees
15 Sept - 16 Sept
Seven Dwarfs Motel and Cabins
Brookside Motel
Outdoor pool, pool loungers

Brookside Motel

2.5 star property
8.6 out of 10, Excellent, (646)
"Nice place friendly people."
The price is HK$577
HK$640 total
includes taxes & fees
15 Sept - 16 Sept
Brookside Motel
Amber Lantern Lake George Motel and Cottage Rentals
Exterior

Amber Lantern Lake George Motel and Cottage Rentals

2.0 star property
8.4 out of 10, Very good, (302)
"Nice place in a very convenient location"
The price is HK$624
HK$692 total
includes taxes & fees
15 Sept - 16 Sept
Amber Lantern Lake George Motel and Cottage Rentals
Trout House Village Resort
Living area

Trout House Village Resort

3.0 star property
9.8 out of 10, Exceptional, (12)
"Absolutely wonderful place and super friendly staff "
The price is HK$1,116
HK$1,433 total
includes taxes & fees
8 Sept - 9 Sept
Trout House Village Resort
Red Roof Inn Queensbury
In-room safe, desk, laptop workspace, blackout curtains

Red Roof Inn Queensbury

2.5 star property
7.0 out of 10, Good, (1003)
"Alittle dirty "
The price is HK$620
HK$688 total
includes taxes & fees
14 Sept - 15 Sept
Red Roof Inn Queensbury
Depe Dene Lakeside Resort
2 bedrooms, hypo-allergenic bedding, individually decorated

Depe Dene Lakeside Resort

2.0 star property
8.8 out of 10, Excellent, (355)
"Wonderful - nice stay and very clean. "
Depe Dene Lakeside Resort
Barberry Court Motel
Exterior

Barberry Court Motel

2.5 star property
7.2 out of 10, Good, (104)
"Enjoyed our stay"
The price is HK$663
HK$736 total
includes taxes & fees
12 Sept - 13 Sept
Barberry Court Motel
Studio Motel
Fountain

Studio Motel

2.0 star property
8.6 out of 10, Excellent, (936)
"Great value! Enjoyed our visit "
The price is HK$616
HK$704 total
includes taxes & fees
7 Sept - 8 Sept
Studio Motel
Countryside Inn
Exterior

Countryside Inn

2.5 star property
6.8 out of 10, (197)
"The hotel is within 2 miles of Lake George. Reasonable pricing and the rooms were clean. Staffs are helpful and friendly. However I feel they need some attention on the bathroom."
The price is HK$546
HK$606 total
includes taxes & fees
18 Sept - 19 Sept
Countryside Inn
The Queensbury Hotel
Lobby

The Queensbury Hotel

3.0 star property
9.4 out of 10, Exceptional, (1354)
"Beautiful property with excellent restaurant on property!"
The Queensbury Hotel
Lake Haven Motel
Property entrance

Lake Haven Motel

2.5 star property
7.4 out of 10, Good, (109)
"Motel in lake George. Exactly as advertised, exactly how I expected it. I was the only vehicle in the lot. Season hasn't started yet. But seems like a nice place for all. I would stay again"
The price is HK$505
HK$1,340 total
includes taxes & fees
3 Sept - 4 Sept
Lake Haven Motel
Lido Motel Lake George
Outdoor dining

Lido Motel Lake George

2.0 star property
7.6 out of 10, Good, (232)
"It was a cute motel. I would definitely stay hwre again. Easy check in. Peaceful and quiet. Within walking distance of a lot to do. "
The price is HK$538
HK$597 total
includes taxes & fees
15 Sept - 16 Sept
Lido Motel 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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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.

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

More cheap stays in Chestertown

More cheap stays in Chestertown

Baymont by Wyndham Queensbury / Lake George

Baymont by Wyndham Queensbury / Lake George

1 Abbey Ln, Queensbury, NY
The price is HK$577 per night from 15 Sept to 16 Sept
HK$577
HK$640 total
15 Sept - 16 Sept
includes taxes & fees

Hotels in Chestertown with star-rating

Hotels in Chestertown with star-rating

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

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. Lakefront Terrace Resort and The Georgian Lakeside Resort 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 ChestertownTake a look at all hotels with or near waterparks 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.