Photo by Julie Miller

Search Chestertown hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Jul - 26 Jul
Tomorrow
26 Jul - 27 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Filter by

Guest rating
Guest rating
Property class

Top hotels and accommodation in Chestertown

Super 8 by Wyndham Lake George/Warrensburg Area
Cozy cabin with a charming front porch, complete with a bench and hanging flower baskets.

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
8.6 out of 10, Excellent, (1001)
"Very clean, well decorated, friendly. "
The price is NZ$152
includes taxes & fees
3 Aug - 4 Aug
Super 8 by Wyndham Lake George/Warrensburg Area
Clarion Inn & Suites at the Outlets of Lake George
Step out onto the porch and enjoy the fresh air from the comfort of a cozy seating area.

Clarion Inn & Suites at the Outlets of Lake George

2.5 star property
8.6 out of 10, Excellent, (1018)
"Room was large, clean, friendly front desk."
The price is NZ$186
includes taxes & fees
24 Aug - 25 Aug
Clarion Inn & Suites at the Outlets of Lake George
Baymont by Wyndham Queensbury / Lake George
Work in comfort with a desk, chair, and modern office essentials.

Baymont by Wyndham Queensbury / Lake George

2.5 star property
7.4 out of 10, Good, (1015)
"This place exceeded my expectations, the included breakfast was a nice bonus, clean, quiet, and our room had all the essentials. We only stayed one night but could have easily spent several comfortably."
The price is NZ$164
includes taxes & fees
10 Aug - 11 Aug
Baymont by Wyndham Queensbury / Lake George
Friends Lake Inn
Relax in this inviting bedroom with a large bed, stone fireplace, and mounted TV.

Friends Lake Inn

4.0 star property
8.8 out of 10, Excellent, (90)
"Quiet lodging and friendly staff"
The price is NZ$431
includes taxes & fees
27 July - 28 July
Friends Lake Inn
Pine Tree Motel & Cabins
Cabins with front porches and lawns set amidst dense coniferous trees.

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (130)
"Excellent location and staff was very friendly."
The price is NZ$321
includes taxes & fees
27 July - 28 July
Pine Tree Motel & Cabins
The Fern Lodge
Relax by the water's edge in this serene outdoor seating area, complete with a fire pit and comfortable seating.

The Fern Lodge

3.5 star property
9.8 out of 10, Exceptional, (46)
"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 Queensbury Hotel
Experience the classic charm of Maple Street, where a grand fireplace, elegant chandelier, and checkered floor create a sophisticated atmosphere.

The Queensbury Hotel

3.0 star property
9.2 out of 10, Wonderful, (1286)
"Nice property, we stay every time we visit the area. Love that it's dog friendly, and conveniently located."
The Queensbury Hotel
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Two beds, a lamp, and a window in a stylishly designed room.

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

3.0 star property
9.0 out of 10, Wonderful, (1156)
"Perfect location with easy access to highway and lots of activities to do in area "
The price is NZ$296
includes taxes & fees
28 July - 29 July
Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Quality Inn
Two single beds with wooden headboards and bedside tables offer a comfortable resting space.

Quality Inn

2.5 star property
8.0 out of 10, Very good, (1013)
"Easy parking and good location."
The price is NZ$172
includes taxes & fees
10 Aug - 11 Aug
Quality Inn
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, (1009)
"Just an average hotel, a place to stay nothing fancy nothing extra. If you need a place to sleep and nothing else then this place is fine. "
The price is NZ$137
includes taxes & fees
7 Aug - 8 Aug
Red Roof Inn Queensbury
Studio Motel
Welcome to the Studiomotel, a hotel nestled in the Lake George area, surrounded by lush greenery and a serene water feature.

Studio Motel

2.0 star property
8.6 out of 10, Excellent, (916)
"I would stay again ! "
The price is NZ$187
includes taxes & fees
28 July - 29 July
Studio Motel
Silver Bay YMCA Inn and Conference Center
Enjoy a leisurely swim in the calm waters, surrounded by a lifeguard tower and scenic views.

Silver Bay YMCA Inn and Conference Center

3.0 star property
8.8 out of 10, Excellent, (100)
"Beautiful area , very close to the lake . "
The price is NZ$280
includes taxes & fees
18 Aug - 19 Aug
Silver Bay YMCA Inn and Conference Center
Sleep Inn & Suites Queensbury - Lake George
Relax in a cozy seating area with a comfortable sofa and a large window offering a view of the outdoors.

Sleep Inn & Suites Queensbury - Lake George

2.5 star property
8.4 out of 10, Very good, (1008)
"Overall great stay …"
The price is NZ$223
includes taxes & fees
3 Aug - 4 Aug
Sleep Inn & Suites Queensbury - Lake George
Days Inn by Wyndham Queensbury/Lake George
Two single beds with matching headboards and pillows, each covered in a patterned bedspread, are accompanied by a nightstand with a lamp.

Days Inn by Wyndham Queensbury/Lake George

2.0 star property
5.8 out of 10, (1010)
"The property was working on improvements while we were there, which is great to see that they are continuously working on providing an accommodating place. We would stay here again. Thank you for your time. "
The price is NZ$130
includes taxes & fees
24 Aug - 25 Aug
Days Inn by Wyndham Queensbury/Lake George
Countryside Inn
Exterior

Countryside Inn

2.5 star property
6.8 out of 10, (179)
"Very nice for a small family just what you need perfectly In between lake and shopping centers. Not fancy don’t expect that but decently worth what you pay. "
The price is NZ$145
includes taxes & fees
27 July - 28 July
Countryside Inn
Best Western of Lake George
Relax by the hotel's central oval pool, surrounded by lounge chairs and umbrellas.

Best Western of Lake George

2.5 star property
7.8 out of 10, Good, (1020)
"Nice pool, very good breakfast."
The price is NZ$236
includes taxes & fees
3 Aug - 4 Aug
Best Western of Lake George
Econo Lodge Glens Falls / Lake George
Relax in this inviting room with a dining area, sofa, and armchairs.

Econo Lodge Glens Falls / Lake George

2.0 star property
7.0 out of 10, Good, (598)
"Nice place to stay, convenient for our short stay"
The price is NZ$201
includes taxes & fees
7 Aug - 8 Aug
Econo Lodge Glens Falls / Lake George
Fran Cove Motel
Enjoy a peaceful retreat surrounded by lush trees and a well-manicured lawn, with a small building in the background.

Fran Cove Motel

2.0 star property
7.8 out of 10, Good, (302)
"Nice place close to everything and the manager very kind and friendly."
The price is NZ$121
includes taxes & fees
28 July - 29 July
Fran Cove Motel
Wingate by Wyndham Lake George
Relax by the serene pool surrounded by lush greenery and trees, with lounge chairs and umbrellas for shaded seating.

Wingate by Wyndham Lake George

3.0 star property
6.0 out of 10, (895)
"Very clean rooms and pleasant staff "
The price is NZ$135
includes taxes & fees
27 July - 28 July
Wingate by Wyndham Lake George
Doray Motel
Relax amidst a serene pine tree and well-manicured grass, perfect for a peaceful picnic.

Doray Motel

2.0 star property
8.4 out of 10, Very good, (164)
"Location was great You can walk to any place :lake, store restaurant Also by car you can explore many places if you like nature or shopping Check little towns around Lake George Town."
The price is NZ$163
includes taxes & fees
27 July - 28 July
Doray Motel
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Get away to secluded Chestertown! Enjoy the lake views, coffee and horse riding.

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

Top Chestertown Hotel Reviews

Lakefront Terrace Resort

Lakefront Terrace Resort

10/10 Excellent
"Great stay...staff was very accommodating & helpful"
Robert 5-night trip
Posted 15 hours ago
Lakefront Terrace Resort

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?

Family Friendly - Pet Friendly : This holiday home rental outside of Chestertown is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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 accommodation for a budget-friendly stay in Chestertown?

Based on reviews, Pine Tree Motel & Cabins is a popular 2-star property for our travellers looking for an economical choice, and features free WiFi and free parking. View all budget hotels in Chestertown.

What's the best place to stay for a family holiday in Chestertown?

Pine Tree Motel & Cabins is a property with free parking and free WiFi, and it's a top choice on Expedia for families. The Fern Lodge is another good option for your child-friendly holiday. Also, attractions in the area such as Garnet Hill Lodge and Ski Resort and House of Frankenstein Wax Museum are fun for children of all ages. Find more child-friendly accommodations in Chestertown.

What's the best hotel for a couple visiting Chestertown?

Friends Lake Inn is a favourite 4-star hotel for couples, and features a full-service spa and wedding services. Another choice for a romantic stay is The Fern Lodge. See all romantic hotels 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's the best luxury accommodation option in Chestertown?

Friends Lake Inn is a 4-star hotel with a full-service spa and a terrace, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Chestertown.

What's the best accommodation option for a trip to the slopes in Chestertown?

Based on our travel data, The Fern Lodge is a top 3.5-star B&B for a winter holiday, and features ski passes and private hot tubs. Friends Lake Inn is another good choice for your skiing trip. Those looking to ski or snowboard can spend their days at Gore Mountain Ski Resort.

What are some accommodation options with pools in Chestertown?

Best Western of Lake George: Hotel located near Lake George. Provides daily, an outdoor pool and free self parking. The Queensbury Hotel 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. A top sight in the area is Lake George. In Chestertown, there are 121 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. Additionally, you'll find Lake George in the area. 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.