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Search Motels in Chestertown

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Chestertown motels

Exterior
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, (1001)
"Great staff. Great value."
United States
Darkhan
The price is AED 262
AED 291 total
includes taxes & fees
15 Dec - 16 Dec
Super 8 by Wyndham Lake George/Warrensburg Area
Deluxe Cabin | Individually decorated, individually furnished, laptop workspace
Maple Leaf Motel

Maple Leaf Motel

2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (548)
"This was a great place with nice amenities and a comfortable bed. "
United States
Elizabeth
The price is AED 393
AED 444 total
includes taxes & fees
10 Dec - 11 Dec
Maple Leaf Motel
Lobby
Red Roof Inn Queensbury

Red Roof Inn Queensbury

2.5 star property
Queensbury
7.0 out of 10, Good, (1004)
"The room was not upkept, there were beetle bugs around the room, the towels had fingerprints on them(i used those for the floor) the floor hadnt been cleaned, the tv kept scanning for channels, the bathroom sink wasn't cleaned, old toothpaste stuck in sink, broken towl hooks lay on the sink, dust on the sink. I managed to make the best of it but would not recommend. "
United States
Georgeanna
The price is AED 248
AED 275 total
includes taxes & fees
10 Dec - 11 Dec
Red Roof Inn Queensbury
Property entrance
Lake Haven Motel

Lake Haven Motel

2.5 star property
Lake George
7.4 out of 10, Good, (110)
"For the price this place is totally great! "
United States
Amelia
The price is AED 221
AED 551 total
includes taxes & fees
10 Dec - 11 Dec
Lake Haven Motel
Standard Room, 2 Queen Beds, Non Smoking | Free WiFi, bed sheets
Rodeway Inn Lake George Outlets

Rodeway Inn Lake George Outlets

2.0 star property
Lake George
6.4 out of 10, (497)
"great location! and pretty clean room. I loved that it was dog friendly. "
United States
kristie
The price is AED 281
AED 312 total
includes taxes & fees
10 Dec - 11 Dec
Rodeway Inn Lake George Outlets
Property amenity
Sundowner on Lake George

Sundowner on Lake George

2.5 star property
Lake George
7.6 out of 10, Good, (245)
"Pool was closed (off season)."
United States
John
The price is AED 393
AED 742 total
includes taxes & fees
5 Jan - 6 January 2026
Sundowner on Lake George
House, 3 Bedrooms, Kitchen | Balcony
Pinebrook Motel

Pinebrook Motel

2.0 star property
Lake George
7.4 out of 10, Good, (186)
"Everything was great, we had a lovely stay and will definitely be back soon!"
United States
Jonathan
The price is AED 247
AED 274 total
includes taxes & fees
10 Dec - 11 Dec
Pinebrook Motel
Lunch, dinner served; German cuisine, garden views
Gore Mountain Lodge

Gore Mountain Lodge

2.0 star property
North Creek
9.2 out of 10, Wonderful, (211)
"hi, everything was great, would go back again, great location!! "
United States
david
Gore Mountain Lodge
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

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

10/10 Excellent
"Everything was great"
William 1-night trip
Posted 2 days ago
Courtyard by Marriott Lake George

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 113 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. Super 8 by Wyndham Lake George/Warrensburg Area: A 24-hour front desk along with freebies like breakfast, WiFi, and parking are available during your stay. Central Chestertown is 11.7 mi (18.8 km) away. Howard Johnson by Wyndham Lake George: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 16.6 mi (26.6 km) from the heart of Chestertown. The Lake Motel: Central Chestertown is 16.1 mi (25.9 km) away. A seasonal outdoor pool, free WiFi, and free parking are available during your stay. Mohican Resort Motel: 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 Tubby Tubes Company. 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.