A waterfront town with a pier, dock, and several buildings.

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Our top choices for Chestertown motels

1. Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
Lake George
8.6 out of 10, Excellent, (1,000 reviews)
"Reasonably nice room at a fair price."
United States
Robert
The price is NZ$131
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Lake George/Warrensburg Area

2. Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (221 reviews)
"What a wonderful family owned treasure in a fabulous location. Can’t wait to go back. Ty!!"
United States
Jennifer
The price is NZ$264
includes taxes & fees
3 Nov - 4 Nov
Gore Mountain Lodge

3. Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
2.0 star property
Lake George
8.0 out of 10, Very good, (1,003 reviews)
"Great location, perfect for a long weekend when you want to enjoy the town and not have to drive."
United States
Danielle
The price is NZ$156
includes taxes & fees
6 Nov - 7 Nov
Howard Johnson by Wyndham Lake George

4. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (688 reviews)
"Clean room and easy check in."
United States
Danielle
The price is NZ$259
includes taxes & fees
3 Nov - 4 Nov
Maple Leaf Motel

5. Travelodge by Wyndham Lake George NY

Travelodge by Wyndham Lake George NY
2.0 star property
Lake George
5.2 out of 10, (1,002 reviews)
"Very good"
United States
Moustapha
The price is NZ$124
includes taxes & fees
9 Nov - 10 Nov
Travelodge by Wyndham Lake George NY

6. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
8.8 out of 10, Excellent, (271 reviews)
"Staff was very friendly and helpful."
United States
Yvette
Motel 6 Lake George, NY – Adirondacks

7. Luzerne Court Motel

Luzerne Court Motel
2.5 star property
Lake Luzerne
9.2 out of 10, Wonderful, (336 reviews)
"Very clean, quiet area. Nice staff. Will be back!"
United States
Fallon
The price is NZ$193
includes taxes & fees
10 Nov - 11 Nov
Luzerne Court Motel

8. Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
6.8 out of 10, (1,004 reviews)
"Pet friendly and great staff.. great rooms.. we loved the place.."
United States
Pankaj
The price is NZ$137
includes taxes & fees
3 Nov - 4 Nov
Red Roof Inn Queensbury

9. Lake Haven Motel

Lake Haven Motel
2.5 star property
Lake George
7.4 out of 10, Good, (116 reviews)
"The location is fantastic! Easy walking distance to all the restaurants and activities in town."
United States
David
The price is NZ$377
includes taxes & fees
3 Nov - 4 Nov
Lake Haven Motel

10. Blue Line Inn Lake George

Blue Line Inn Lake George
2.0 star property
Lake George
6.4 out of 10, (510 reviews)
"Staff is helpful and accommodating. Room is clean and comfortable."
United States
Daniel
The price is NZ$167
includes taxes & fees
3 Nov - 4 Nov
Blue Line Inn Lake George

11. Sundowner on Lake George

Sundowner on Lake George
2.5 star property
Lake George
7.6 out of 10, Good, (252 reviews)
"Staff extremely nice, the best view. Cozy area very convenient location."
United States
Jimmie
The price is NZ$371
includes taxes & fees
3 Nov - 4 Nov
Sundowner on Lake George

12. Windsor Motel

Windsor Motel
2.5 star property
Lake George
7.4 out of 10, Good, (243 reviews)
"Great staff"
Canada
Steeve
The price is NZ$757
includes taxes & fees
3 Nov - 4 Nov
Windsor Motel

13. Super 8 by Wyndham Lake George/Downtown

Super 8 by Wyndham Lake George/Downtown
2.0 star property
Lake George
8.0 out of 10, Very good, (1,004 reviews)
"Had a great stay"
Canada
Jessika
Super 8 by Wyndham Lake George/Downtown

14. Studio Motel

Studio Motel
2.0 star property
Lake George
8.8 out of 10, Excellent, (1,002 reviews)
"Very convenient and accessible to the area"
United States
Gil
Studio Motel

15. Tea Island Resort

Tea Island Resort
2.0 star property
Lake George
9.4 out of 10, Exceptional, (251 reviews)
"CLEAN & comfortable!"
United States
Susan
Tea Island Resort

16. Doray Motel

Doray Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (223 reviews)
"Wonderful staff and very accommodating"
United States
Seth
Doray Motel

17. The Motel Montreal

The Motel Montreal
2.0 star property
Lake George
7.2 out of 10, Good, (539 reviews)
"My apartment is good and clean"
United States
Farah
The Motel Montreal

18. Pinebrook Motel

Pinebrook Motel
2.0 star property
Lake George
7.4 out of 10, Good, (200 reviews)
"Everything was good. Heat worked very well. We had room 20 with the kitchen, work good for our weekend."
United States
Mildred
The price is NZ$147
includes taxes & fees
3 Nov - 4 Nov
Pinebrook Motel

19. Lake View Inn

Lake View Inn
2.0 star property
Lake George
5.6 out of 10, (293 reviews)
"Very convinient location and was able to walk to everything."
United States
William
Lake View Inn
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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Top Chestertown Hotel Reviews

Find out more about Chestertown

Chestertown Motels information

Number of reviews
5,505
Accommodation
50 Motels
Lowest Price
NZ$124
Highest Price
NZ$757

Frequently asked questions

What can I expect from a motel trip to Chestertown?
If you're not able to find a motel in Chestertown, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 115 lodging options. Just use our search tools to filter by price per night or cost-saving amenities such as free parking and free breakfast.
What's it like to stay in a motel?
At many motels, you'll often find an outdoor pool and free parking. When you stay at a motel property, you'll usually access your room directly from the car park. The word "motel" was invented in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chestertown?
These are some of our customers' favourite motels to choose from in the larger area. Pine Tree Motel & Cabins: If driving, you'll be within 20 minutes of Gore Mountain Ski Resort. Enjoy access to the terrace, and freebies including WiFi and self-parking. Adirondack Retreat Inn & Suites: Free WiFi, free parking and a terrace are available during your stay. Central Chestertown is 16 mi (25.7 km) away. Super 8 by Wyndham Lake George/Downtown: Enjoy access to the business centre, and freebies including breakfast, WiFi and self-parking. Located 17.3 mi (27.9 km) from the heart of Chestertown. Nordick's Inn: Central Chestertown is 15.9 mi (25.5 km) away. A seasonal outdoor pool, free WiFi and free parking are available during your stay. Howard Johnson by Wyndham Lake George: 16.6 mi (26.6 km) from the heart of Chestertown. Enjoy access to the 24-hour front desk, and freebies including WiFi and self-parking.
What things can I to do in Chestertown?
Those who've visited Chestertown like the lakeside. As you're sightseeing around the area, make sure that you enjoy all there is to see and do. These are some of the parks and outdoorsy places: Loon Lake Beach, Friends Lake and Loon Lake. You'll find these family-friendly sights in the area: Garnet Hill Lodge and Ski Resort, House of Frankenstein Wax Museum and Magic Forest Park. Other places worth a visit include Hudson River and Tripp Pond.
What's the weather like in Chestertown?
Weather can make or break a road trip, so here's some data about year-round temperatures in Chestertown to help you plan yours: 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.
What are my options for getting around Chestertown while staying in a motel?
We've gathered some information about local transportation options in Chestertown to help you navigate your stay: Fly into Glens Falls, NY (GFL-Floyd Bennett Memorial), which is located 23.6 mi (38 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.