Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA

Search Motels in Chestertown from CA $87

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Our top choices for Chestertown motels

Pine Tree Motel & Cabins

Pine Tree Motel & Cabins
2.0 star property
Chestertown
9.2 out of 10, Wonderful, (146 reviews)
"Excellent location and staff was very friendly."
United States
Logan
The price is CA $245
CA $272 total
includes taxes & fees
Jun 28 - Jun 29
Pine Tree Motel & Cabins

Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area
2.5 star property
Lake George
8.8 out of 10, Excellent, (1,001 reviews)
"Clean room and excellent staff"
United States
Guy
The price is CA $111
CA $123 total
includes taxes & fees
Jun 28 - Jun 29
Super 8 by Wyndham Lake George/Warrensburg Area

Luzerne Court Motel

Luzerne Court Motel
2.5 star property
Lake Luzerne
9.4 out of 10, Exceptional, (319 reviews)
"Very nice little motel, close to everything, but off the main drag. Would visit and stay here again. "
United States
JENNIFER
The price is CA $153
CA $169 total
includes taxes & fees
Jun 17 - Jun 18
Luzerne Court Motel

Motel 6 Lake George, NY – Adirondacks

Motel 6 Lake George, NY – Adirondacks
2.5 star property
Lake George
9.0 out of 10, Wonderful, (184 reviews)
"This was a clean place and the staff was extremely helpful. I was unable to check in before check in time was closed and they accommodated me to allow my boyfriend to be the one to come check in instead of me."
United States
Danielle
The price is CA $102
CA $113 total
includes taxes & fees
Jun 30 - Jul 1
Motel 6 Lake George, NY – Adirondacks

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1,005 reviews)
"As expected. Reasonably priced, comfy bed for the night. Convenient location as we were in town for a dance competition at the Stanley."
United States
Dallas
The price is CA $97
CA $108 total
includes taxes & fees
Jun 21 - Jun 22
Red Roof Inn Queensbury

Countryside Inn

Countryside Inn
2.5 star property
Lake George
6.8 out of 10, (213 reviews)
"Great rooms"
United States
Logan
The price is CA $98
CA $109 total
includes taxes & fees
Jun 21 - Jun 22
Countryside Inn

Howard Johnson by Wyndham Lake George

Howard Johnson by Wyndham Lake George
2.0 star property
Lake George
8.2 out of 10, Very good, (1,017 reviews)
"Staff was friendly very convenient to walk down town and explore/shop"
United States
Carrie
The price is CA $98
CA $109 total
includes taxes & fees
Jun 17 - Jun 18
Howard Johnson by Wyndham Lake George

Admiral Motel

Admiral Motel
2.5 star property
Lake George
9.4 out of 10, Exceptional, (726 reviews)
"Location, parking and clean great. "
United States
David j
The price is CA $99
CA $109 total
includes taxes & fees
Jun 17 - Jun 18
Admiral Motel

Heritage of Lake George

Heritage of Lake George
3.0 star property
Lake George
9.0 out of 10, Wonderful, (696 reviews)
"Rooms were very clean & staff was very helpful & available whenever needed!"
United States
Sophia
The price is CA $122
CA $136 total
includes taxes & fees
Jun 24 - Jun 25
Heritage of Lake George

Studio Motel

Studio Motel
2.0 star property
Lake George
8.6 out of 10, Excellent, (961 reviews)
"Everything was excellent"
United States
Daniel
The price is CA $100
CA $114 total
includes taxes & fees
Jun 18 - Jun 19
Studio Motel

Nordick's Inn

Nordick's Inn
2.5 star property
Lake George
9.0 out of 10, Wonderful, (671 reviews)
"This property was clean and comfortable to stay at"
United States
Vivakanan
The price is CA $140
CA $155 total
includes taxes & fees
Jun 17 - Jun 18
Nordick's Inn

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, (1,005 reviews)
"Pool was still closed. "
United States
Kenneth
The price is CA $97
CA $108 total
includes taxes & fees
Jun 17 - Jun 18
Super 8 by Wyndham Lake George/Downtown

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)
"I got there very late and the staff was very accommodating and kind, the room was clean and neat!"
United States
Kimberlie
The price is CA $78
CA $87 total
includes taxes & fees
Jun 17 - Jun 18
Travelodge by Wyndham Lake George NY

The Motel Montreal

The Motel Montreal
2.0 star property
Lake George
7.2 out of 10, Good, (501 reviews)
"Pretty good place, close to a few things"
Canada
Sylvain
The price is CA $52
CA $175 total
includes taxes & fees
Jul 8 - Jul 9
The Motel Montreal

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, (317 reviews)
"This place is very old school..the cabins are very clean..We only stayed for one night but we enjoyed it!"
United States
Gerald
The price is CA $149
CA $165 total
includes taxes & fees
Jun 17 - Jun 18
Amber Lantern Lake George Motel and Cottage Rentals

Tea Island Resort

Tea Island Resort
2.0 star property
Lake George
9.4 out of 10, Exceptional, (222 reviews)
"A good place to stay"
United States
Anthony
The price is CA $147
CA $163 total
includes taxes & fees
Jun 17 - Jun 18
Tea Island Resort

Adirondack Retreat Inn & Suites

Adirondack Retreat Inn & Suites
2.5 star property
Lake George
9.4 out of 10, Exceptional, (1,004 reviews)
"Very clean and close walk to everything."
United States
Cameron
The price is CA $125
CA $143 total
includes taxes & fees
Jun 17 - Jun 18
Adirondack Retreat Inn & Suites

Windsor Motel

Windsor Motel
2.5 star property
Lake George
7.4 out of 10, Good, (234 reviews)
"Great stay. Awesome staff."
United States
Lars
The price is CA $91
CA $101 total
includes taxes & fees
Jun 17 - Jun 18
Windsor Motel

The Lake Motel

The Lake Motel
2.0 star property
Lake George
9.0 out of 10, Wonderful, (477 reviews)
"Awesome"
United States
George
The price is CA $167
CA $185 total
includes taxes & fees
Jun 17 - Jun 18
The Lake Motel

Park Lane Motel

Park Lane Motel
2.5 star property
Lake George
8.8 out of 10, Excellent, (270 reviews)
"Friendly staff, excellent location "
United States
yolanda
The price is CA $140
CA $155 total
includes taxes & fees
Jun 18 - Jun 19
Park Lane 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.
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Top Chestertown Hotel Reviews

Find out more about Chestertown

Chestertown Motels information

Number of reviews
11,886
Accommodation
59 Motels
Lowest Price
CA $87
Highest Price
CA $272

Frequently asked questions

What can I expect from a motel trip to Chestertown?
By saving on your room price, you can enjoy more of what Chestertown has to offer. In the area, favorite places to visit include Lake George.
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 you'll find some of Expedia customers' favorite motels in the larger area. Adirondack Retreat Inn & Suites is located 16 mi (25.7 km) from the heart of Chestertown. Enjoy access to the terrace, and freebies including WiFi and parking. Howard Johnson by Wyndham Lake George: Free WiFi, free parking, and a 24-hour front desk are available during your stay. Central Chestertown is 16.6 mi (26.6 km) away. Heritage of Lake George: Enjoy access to the picnic area, and freebies including WiFi and parking. Located 16 mi (25.8 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. Motel 6 Lake George, NY – Adirondacks: 20.1 mi (32.3 km) from the heart of Chestertown. Enjoy access to the fitness center, 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 Blue Line Outdoor Center. 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.

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