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
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25
In one month
Nov 6 - Nov 8
In two months
Dec 4 - Dec 6

Our top choices for Chestertown motels

A small, single-story house with a gabled roof and a front porch.

1. Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (169 reviews)
"Staff was great, rooms clean, perfect location for where we needed to be close to:"
United States
John
The price is P10,947
P12,151 total
includes taxes & fees
Oct 6 - Oct 7
Pine Tree Motel & Cabins
A log cabin-style building with a porch, windows, and a green roof.

2. 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, (1,001 reviews)
"Great place!"
United States
James
The price is P4,413
P4,898 total
includes taxes & fees
Oct 7 - Oct 8
Super 8 by Wyndham Lake George/Warrensburg Area
A wooden lodge with a metal roof, a covered porch, and a sign that reads "Becks."

3. Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (219 reviews)
"There was a restaurant on the property. It was easy to check in"
United States
Henry
The price is P8,388
P9,310 total
includes taxes & fees
Oct 20 - Oct 21
Gore Mountain Lodge
A hotel room with two beds, a desk, a chair, a TV, and a wall with decorative mirrors.

4. 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)
"This was my second time staying here and I was just as happy as the first time!"
United States
Maia
The price is P4,003
P4,444 total
includes taxes & fees
Oct 29 - Oct 30
Howard Johnson by Wyndham Lake George
A kitchen with dark wooden cabinets, a granite countertop, a stainless steel sink, and a built-in coffee maker.

5. Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (671 reviews)
"Quaint and charming classic motel, beautiful area, totally adequate room. Would stay again!"
United States
Richard
The price is P8,069
P9,118 total
includes taxes & fees
Oct 6 - Oct 7
Maple Leaf Motel
An indoor swimming pool with a glass ceiling, clear pool water, and a few chairs along the side.

6. Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.2 out of 10, Wonderful, (1,005 reviews)
"Room was very clean and staff were nice! Also near to the village and restaurants!"
United States
Rowell
The price is P6,136
P7,057 total
includes taxes & fees
Oct 8 - Oct 9
Adirondack Retreat Inn & Suites
A fire pit surrounded by Adirondack chairs on a patio overlooking a lake and forested hills.

7. Nordick's Inn

Nordick's Inn
2.5 star property
Lake George
9.0 out of 10, Wonderful, (742 reviews)
"Great clean cheap motel :)"
United States
Stephen
The price is P4,676
P5,191 total
includes taxes & fees
Oct 6 - Oct 7
Nordick's Inn
A reception area with a wooden counter, a welcome sign, and a ship's wheel decoration.

8. Admiral Motel

Admiral Motel
2.5 star property
Lake George
9.4 out of 10, Exceptional, (835 reviews)
"Great time as always. Great place to stay at reasonable rates"
United States
Nancy
The price is P5,010
P5,562 total
includes taxes & fees
Oct 6 - Oct 7
Admiral Motel
A white building with a covered porch and a gazebo with flower baskets.

9. Heritage of Lake George

Heritage of Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (788 reviews)
"The motel was really nice and clean. We will definitely go back and stay there. Great place and good location!"
United States
Shaun Marie
The price is P5,010
P5,562 total
includes taxes & fees
Oct 6 - Oct 7
Heritage of Lake George
A covered outdoor seating area with wooden furniture, a stone fireplace, and a view of a lake and mountains.

10. The Lake Motel

The Lake Motel
2.0 star property
Lake George
9.0 out of 10, Wonderful, (530 reviews)
"Loved the personal touches and all the extras provided. Was a perfect location. Staff was very friendly."
United States
Belinda
The price is P6,193
P6,874 total
includes taxes & fees
Oct 6 - Oct 7
The Lake Motel
A hotel room with two beds, a dining table, a small kitchen area, and a view of the outdoors.

11. Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
8.8 out of 10, Excellent, (257 reviews)
"Great location"
United States
Brenda
The price is P4,065
P4,512 total
includes taxes & fees
Oct 29 - Oct 30
Motel 6 Lake George, NY – Adirondacks
An outdoor patio with a wooden pergola, stone walls, and a fire feature.

12. 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 P3,798
P4,341 total
includes taxes & fees
Oct 13 - Oct 14
Super 8 by Wyndham Lake George/Downtown
A lakeside view with docked boats, a gazebo, and a clear view of the lake and surrounding hills.

13. Tea Island Resort

Tea Island Resort
2.0 star property
Lake George
9.4 out of 10, Exceptional, (243 reviews)
"Incredible stay. Super clean, lovely beds, great location! Great for kids."
United States
Mary
The price is P6,688
P7,424 total
includes taxes & fees
Oct 6 - Oct 7
Tea Island Resort
A row of cabins with a central building featuring a triangular roof, surrounded by trees with autumn foliage.

14. Amber Lantern Lake George Motel and Cottage Rentals

Amber Lantern Lake George Motel and Cottage Rentals
2.0 star property
Lake George
8.4 out of 10, Very good, (336 reviews)
"Incredible place , owner is very kind and the location is very close to the main attraction. Would definitely go again."
Canada
Arnaud
The price is P6,255
P6,943 total
includes taxes & fees
Oct 6 - Oct 7
Amber Lantern Lake George Motel and Cottage Rentals
A row of white cabins with green trim, a small bridge, and a rushing stream in the foreground.

15. Brookside Motel

Brookside Motel
2.5 star property
Lake George
8.6 out of 10, Excellent, (729 reviews)
"Perfect for a weekend getaway, 4 minutes to town, the room was perfect size for 4 people, and we had a nice little balcony to look at the stream"
United States
Michael
The price is P4,629
P5,138 total
includes taxes & fees
Oct 8 - Oct 9
Brookside Motel
Children's play area - outdoor

16. 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 P2,977
P3,305 total
includes taxes & fees
Oct 18 - Oct 19
Travelodge by Wyndham Lake George NY
A lakeside deck with chairs and a dock with boats.

17. Park Lane Motel

Park Lane Motel
2.5 star property
Lake George
9.0 out of 10, Wonderful, (312 reviews)
"The place was great!"
United States
Robert
The price is P6,873
P7,628 total
includes taxes & fees
Oct 6 - Oct 7
Park Lane Motel
A sign for Studiomotel with a waterfall feature in the foreground.

18. Studio Motel

Studio Motel
2.0 star property
Lake George
8.8 out of 10, Excellent, (1,002 reviews)
"The rooms were spacious and very clean. In a nice quiet setting."
United States
KELLY
The price is P4,447
P5,084 total
includes taxes & fees
Oct 12 - Oct 13
Studio Motel
A large tree in a park with picnic tables.

19. Doray Motel

Doray Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (215 reviews)
"It was a different place to stay…just ok in my opinion. Nothing great or awful to report."
United States
Jennifer
The price is P4,066
P4,663 total
includes taxes & fees
Oct 6 - Oct 7
Doray Motel
A flagpole with an American flag, a red Adirondack chair, and a building with a red awning in the background.

20. Fran Cove Motel

Fran Cove Motel
2.0 star property
Lake George
7.8 out of 10, Good, (379 reviews)
"Bathroom is a bit small but overall the stay there was wonderful."
United States
Angela
The price is P4,504
P5,149 total
includes taxes & fees
Oct 6 - Oct 7
Fran Cove 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.
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

La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

10/10 Excellent
"Very clean place"
Amy 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Lake George

Find out more about Chestertown

Chestertown Motels information

Number of reviews
10,054
Accommodation
59 Motels
Lowest Price
P3,305
Highest Price
P12,151

Frequently asked questions

What can I expect from a motel trip to Chestertown?
If you're having a hard time finding motels in Chestertown, consider some of the motels we suggest around the area or let Expedia help you find a similar property from over 115 hotels and other lodging options. Simply use our search tools to filter by price per night or cost-effective amenities such as free breakfast and free airport transportation.
What's it like to stay in a motel?
At most motels, you'll often find an outdoor pool and free parking. When you stay at a motel, you'll usually access your room directly from the parking lot. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Chestertown?
Here are some of our customers' top motels to book 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 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 center, and freebies including breakfast, WiFi, and 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 parking.
What things can I to do in Chestertown?
Those who've visited Chestertown like the lakeside. As you're sightseeing around the area, be sure to 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 roadtrip, 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 temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chestertown are January, March, November, and December, with each month seeing an average of 13 inches of snowfall.
What are my options for getting around Chestertown when 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) away from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia