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

Search Motels in Chestertown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov
In one month
13 Nov - 15 Nov
In two months
11 Dec - 13 Dec

Our top choices for Chestertown motels

A log cabin-style building with a porch, windows, and a green roof.

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, (1,009 reviews)
"Great place!"
United States
James
The price is 1.850.402 ₫
2.054.102 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Super 8 by Wyndham Lake George/Warrensburg Area
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

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 3.475.336 ₫
3.857.338 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Gore Mountain Lodge
A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.

3. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (675 reviews)
"Clean room and easy check in."
United States
Danielle
The price is 3.343.164 ₫
3.777.775 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Maple Leaf Motel
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.

4. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.2 out of 10, Wonderful, (1,000 reviews)
"Nice room, perfect location"
United States
Heather
The price is 2.542.360 ₫
2.923.713 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Adirondack Retreat Inn & Suites
A hotel room with two beds, a desk, a chair, a TV, and a wall with decorative mirrors.

5. 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, (1,010 reviews)
"This was my second time staying here and I was just as happy as the first time!"
United States
Maia
The price is 1.943.700 ₫
2.157.507 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Howard Johnson by Wyndham Lake George
A lakeside view with docked boats, a gazebo, and a clear view of the lake and surrounding hills.

6. Tea Island Resort

Tea Island Resort
2.0 star property
Lake George
9.4 out of 10, Exceptional, (244 reviews)
"Incredible stay. Super clean, lovely beds, great location! Great for kids."
United States
Mary
The price is 2.491.046 ₫
2.764.719 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Tea Island Resort
A covered outdoor seating area with wooden furniture, a stone fireplace, and a view of a lake and mountains.

7. The Lake Motel

The Lake Motel
2.0 star property
Lake George
9.0 out of 10, Wonderful, (537 reviews)
"Loved the personal touches and all the extras provided. Was a perfect location. Staff was very friendly."
United States
Belinda
The price is 2.565.684 ₫
2.847.909 ₫ total
includes taxes & fees
15 Oct - 16 Oct
The Lake Motel
Children’s play area – outdoor

8. Travelodge by Wyndham Lake George NY

Travelodge by Wyndham Lake George NY
2.0 star property
Lake George
5.2 out of 10, (1,000 reviews)
"Excellent price for proximity to downtown Lake George. Also, great view from the hotel room!"
United States
Nicholas
The price is 1.306.166 ₫
1.449.845 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Travelodge by Wyndham Lake George NY
A sign for Studiomotel with a waterfall feature in the foreground.

9. Studio Motel

Studio Motel
2.0 star property
Lake George
8.8 out of 10, Excellent, (1,000 reviews)
"We have stayed here for many years and have never had a bad experience. Rooms have convenient parking, are clean, and the bed mattresses are extremely comfortable."
United States
Joyce
The price is 1.842.628 ₫
2.106.453 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Studio Motel
A hotel room with two beds, a dining table, a small kitchen area, and a view of the outdoors.

10. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
8.8 out of 10, Excellent, (264 reviews)
"Great location"
United States
Brenda
The price is 1.684.281 ₫
1.869.551 ₫ total
includes taxes & fees
29 Oct - 30 Oct
Motel 6 Lake George, NY – Adirondacks
An outdoor patio with a wooden pergola, stone walls, and a fire feature.

11. 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
The price is 1.788.204 ₫
2.036.738 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Super 8 by Wyndham Lake George/Downtown
A flagpole with an American flag, a red Adirondack chair, and a building with a red awning in the background.

12. Fran Cove Motel

Fran Cove Motel
2.0 star property
Lake George
7.8 out of 10, Good, (381 reviews)
"Bathroom is a bit small but overall the stay there was wonderful."
United States
Angela
The price is 1.425.380 ₫
1.629.339 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Fran Cove Motel
A large tree in a park with picnic tables.

13. Doray Motel

Doray Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (216 reviews)
"Nice older motel with modern updates close to everything in town"
United States
Jason
The price is 1.684.540 ₫
1.931.778 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Doray Motel
A rustic cabin with a wooden porch and a small stream in the background.

14. Seven Dwarfs Motel and Cabins

Seven Dwarfs Motel and Cabins
2.0 star property
Lake George
7.8 out of 10, Good, (197 reviews)
"The size of the room is perfect for 2 people I just wish it had a coffee pot"
United States
ike
The price is 2.056.435 ₫
2.282.423 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Seven Dwarfs Motel and Cabins
A wooden deck with a view of a forest and a stream.

15. Pinebrook Motel

Pinebrook Motel
2.0 star property
Lake George
7.4 out of 10, Good, (197 reviews)
"Very nice place to stay "
United States
William
The price is 1.937.221 ₫
2.150.251 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Pinebrook Motel
The exterior of the Windsor Hotel with a well-maintained garden, a seahorse sculpture, and outdoor seating.

16. Windsor Motel

Windsor Motel
2.5 star property
Lake George
7.4 out of 10, Good, (242 reviews)
"Great staff"
Canada
Steeve
The price is 1.681.948 ₫
1.867.247 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Windsor Motel
A fire pit with logs surrounded by rocks, and several Adirondack chairs arranged around it.

17. Luzerne Court Motel

Luzerne Court Motel
2.5 star property
Lake Luzerne
9.2 out of 10, Wonderful, (335 reviews)
"Very clean, quiet area. Nice staff. Will be back!"
United States
Fallon
The price is 2.824.844 ₫
3.135.577 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Luzerne Court Motel
An outdoor dining area with red canopies and string lights, a building with a sign in the background, and people dining.

18. Lido Motel Lake George

Lido Motel Lake George
2.0 star property
Lake George
7.6 out of 10, Good, (252 reviews)
"Good motel cute nise garden"
Canada
Nancy
The price is 2.056.435 ₫
2.282.423 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Lido Motel Lake George
A hotel room with a bed, a desk with a computer, a TV, and a microwave.

19. Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,003 reviews)
"Pet friendly and great staff.. great rooms.. we loved the place.."
United States
Pankaj
The price is 1.671.323 ₫
1.855.168 ₫ total
includes taxes & fees
15 Oct - 16 Oct
Red Roof Inn Queensbury
Beach

20. Sundowner on Lake George

Sundowner on Lake George
2.5 star property
Lake George
7.6 out of 10, Good, (251 reviews)
"Staff extremely nice, the best view. Cozy area very convenient location."
United States
Jimmie
The price is 3.258.969 ₫
5.774.963 ₫ total
includes taxes & fees
10 Nov - 11 Nov
Sundowner on 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestertown Hotel Reviews

Surfside On The Lake

Surfside On The Lake

10/10 Excellent
"."
Andrada Ioana 1-night trip
Posted 1 hour ago
Surfside On The Lake

Find out more about Chestertown

Chestertown Motels information

Number of reviews
7,197
Accommodation
59 Motels
Lowest Price
1.449.845 ₫
Highest Price
5.774.963 ₫

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 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.