Photo by Julie Miller

Search Motels in Chestertown

Start date: Check-in selected.
End date: Check-out
    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

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Motels in Chestertown

Our top choices for Chestertown motels

Super 8 by Wyndham Lake George/Warrensburg Area
Exterior

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 star property
8.6 out of 10, Excellent, (1008)
"A good choice that is close to Lake George and Adirondack area."
The price is AED 250
AED 277 total
includes taxes & fees
21 Sep - 22 Sep
Super 8 by Wyndham Lake George/Warrensburg Area
Studio Motel
Fountain

Studio Motel

2.0 star property
8.6 out of 10, Excellent, (935)
"Great value! Enjoyed our visit "
The price is AED 290
AED 332 total
includes taxes & fees
3 Sep - 4 Sep
Studio Motel
Admiral Motel
Terrace/patio

Admiral Motel

2.5 star property
9.4 out of 10, Exceptional, (658)
"Easy check in and convenient location. Definitely would stay here again! "
The price is AED 383
AED 426 total
includes taxes & fees
26 Sep - 27 Sep
Admiral Motel
Pine Tree Motel & Cabins
Exterior

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (137)
"Excellent location and staff was very friendly."
The price is AED 643
AED 713 total
includes taxes & fees
3 Sep - 4 Sep
Pine Tree Motel & Cabins
Nordick's Inn
Exterior

Nordick's Inn

2.5 star property
9.0 out of 10, Wonderful, (641)
"My family and I had an amazing stay experience thank you for the hospitality! "
The price is AED 311
AED 345 total
includes taxes & fees
26 Sep - 27 Sep
Nordick's Inn
Super 8 by Wyndham Lake George/Downtown
Exterior

Super 8 by Wyndham Lake George/Downtown

2.0 star property
8.0 out of 10, Very Good, (922)
"Area was great and staff was fantastic "
The price is AED 231
AED 257 total
includes taxes & fees
8 Sep - 9 Sep
Super 8 by Wyndham Lake George/Downtown
Red Roof Inn Queensbury
In-room safe, desk, laptop workspace, blackout drapes

Red Roof Inn Queensbury

2.5 star property
7.0 out of 10, Good, (1003)
"Alittle dirty "
The price is AED 292
AED 324 total
includes taxes & fees
3 Sep - 4 Sep
Red Roof Inn Queensbury
Mohican Resort Motel
Gazebo

Mohican Resort Motel

2.5 star property
9.0 out of 10, Wonderful, (149)
" Excellent setting"
Mohican Resort Motel
Doray Motel
Property grounds

Doray Motel

2.0 star property
8.4 out of 10, Very Good, (180)
"Very cute and clean rooms, staff was incredibly kind and friendly!"
The price is AED 239
AED 265 total
includes taxes & fees
8 Sep - 9 Sep
Doray Motel
Howard Johnson by Wyndham Lake George
Room, 2 Queen Beds, Non Smoking | Desk, free WiFi, bed sheets

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very Good, (1026)
"Ive stayed here many times and it has always been good "
The price is AED 228
AED 253 total
includes taxes & fees
14 Sep - 15 Sep
Howard Johnson by Wyndham Lake George
Windsor Motel
Restaurant

Windsor Motel

2.5 star property
7.4 out of 10, Good, (223)
"Nice staff and convenient location. Good price. Clean and comfortable."
The price is AED 202
AED 224 total
includes taxes & fees
7 Sep - 8 Sep
Windsor Motel
Amber Lantern Lake George Motel and Cottage Rentals
Exterior

Amber Lantern Lake George Motel and Cottage Rentals

2.0 star property
8.4 out of 10, Very Good, (302)
"Nice place in a very convenient location"
The price is AED 294
AED 326 total
includes taxes & fees
3 Sep - 4 Sep
Amber Lantern Lake George Motel and Cottage Rentals
Tea Island Resort
On the beach, white sand, sun loungers, kayaking

Tea Island Resort

2.0 star property
9.4 out of 10, Exceptional, (197)
"Family friendly"
Tea Island Resort
Heritage of Lake George
Property grounds

Heritage of Lake George

3.0 star property
9.0 out of 10, Wonderful, (653)
"Excellent location"
Heritage of Lake George
Countryside Inn
Exterior

Countryside Inn

2.5 star property
6.8 out of 10, (197)
"The hotel is within 2 miles of Lake George. Reasonable pricing and the rooms were clean. Staffs are helpful and friendly. However I feel they need some attention on the bathroom."
The price is AED 257
AED 285 total
includes taxes & fees
18 Sep - 19 Sep
Countryside Inn
The Motel Montreal
Outdoor pool, sun loungers

The Motel Montreal

2.0 star property
7.2 out of 10, Good, (495)
"Considering the other reviews I read, I expected a worse experience. It was better than expected, room was clean. The top quilt had a stain but all other sheets and blankets were clean. The AC worked and its in a convenient location. It was a basic motel and it did its job. "
The price is AED 183
AED 466 total
includes taxes & fees
15 Sep - 16 Sep
The Motel Montreal
Pinebrook Motel
House, 3 Bedrooms, Kitchen | Balcony

Pinebrook Motel

2.0 star property
7.4 out of 10, Good, (178)
"Everything was great, we had a lovely stay and will definitely be back soon!"
The price is AED 209
AED 232 total
includes taxes & fees
7 Sep - 8 Sep
Pinebrook Motel
Luzerne Court Motel
Exterior

Luzerne Court Motel

2.5 star property
9.4 out of 10, Exceptional, (306)
"Very accommodating! Had a great experience with the staff and was very happy with the room"
The price is AED 400
AED 444 total
includes taxes & fees
15 Sep - 16 Sep
Luzerne Court Motel
The Lake Motel
Terrace/patio

The Lake Motel

2.0 star property
9.0 out of 10, Wonderful, (459)
"The place was so good. We enjoyed our stay a lot. "
The price is AED 364
AED 404 total
includes taxes & fees
7 Sep - 8 Sep
The Lake Motel
Americas Best Value Inn & Suites Lake George
Junior Suite, 1 Queen Bed, Non Smoking (Jetted Tub / Fireplace) | Living area | Flat-screen TV, toys

Americas Best Value Inn & Suites Lake George

2.5 star property
9.4 out of 10, Exceptional, (1017)
"Perfect place for a little family very friendly"
The price is AED 327
AED 392 total
includes taxes & fees
30 Sep - 1 Oct
Americas Best Value Inn & Suites 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.
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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 118 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. Admiral Motel: A seasonal outdoor pool, free WiFi, and free parking are available during your stay. Central Chestertown is 16.1 mi (25.8 km) away. Americas Best Value Inn & Suites Lake George: Enjoy access to the terrace, and freebies including WiFi and parking. Located 16 mi (25.7 km) from the heart of Chestertown. Heritage of Lake George: Central Chestertown is 16 mi (25.8 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a furnished balcony. Super 8 by Wyndham Lake George/Warrensburg Area: 11.7 mi (18.8 km) from the heart of Chestertown. Enjoy access to the 24-hour front desk, and freebies including breakfast, 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, Dr. Morbid's Haunted House, 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.