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Featured Motels in Chestertown and around

Pine Tree Motel & Cabins

2.0 star property
9.2 out of 10, Wonderful, (135)
"Excellent location and staff was very friendly."
The price is €166
includes taxes & fees
21 Aug - 22 Aug
Pine Tree Motel & Cabins

Red Roof Inn Queensbury

2.5 star property
7.0 out of 10, Good, (1000)
"Convenient "
The price is €69
includes taxes & fees
7 Sept - 8 Sept
Red Roof Inn Queensbury

Rodeway Inn Lake George Outlets

2.0 star property
6.4 out of 10, (483)
"Great ppl and staff room was nice and clean "
The price is €93
includes taxes & fees
7 Sept - 8 Sept
Rodeway Inn Lake George Outlets

Mohican Resort Motel

2.5 star property
9.0 out of 10, Wonderful, (146)
"Super sweet staff, CLEAN room, easy parking and great pool area. So dog friendly, will definitely return and recommend! "
Mohican Resort Motel

Tall Pines Motel

2.5 star property
7.2 out of 10, Good, (70)
"Wonderful location, laid back vibe and a great pool, hot tub and sauna! Brad was very helpful and kind. Looking forward to my next stay! "
The price is €132
includes taxes & fees
1 Sept - 2 Sept
Tall Pines Motel

Lyn Aire Motel

2.5 star property
8.4 out of 10, Very good, (189)
"If you are looking for a transitional stay ie one night, then this is perfect, otherwise i would find something better to enjoy your vacation. "
The price is €117
includes taxes & fees
28 Aug - 29 Aug
Lyn Aire Motel

Countryside Inn

2.5 star property
6.8 out of 10, (191)
"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 €85
includes taxes & fees
24 Aug - 25 Aug
Countryside Inn

Studio Motel

2.0 star property
8.6 out of 10, Excellent, (925)
"Great value! Enjoyed our visit "
The price is €77
includes taxes & fees
1 Sept - 2 Sept
Studio Motel

Amber Lantern Lake George Motel and Cottage Rentals

2.0 star property
8.4 out of 10, Very good, (294)
"was a nice setting peaceful. could have used an in room microwave and coffee pot but we made do with help from the friendly owner. all together a pleasant stay"
The price is €107
includes taxes & fees
11 Sept - 12 Sept
Amber Lantern Lake George Motel and Cottage Rentals

Travelodge by Wyndham Lake George NY

2.0 star property
5.2 out of 10, (1002)
"Room itself was a nice size and shower was clean. Super easy to check in and out. Cigarette burn in carpet next to bed Sink leaks underneath Toilet toom 2 to 3 times to flush Overall for the price, I would not come back "
The price is €44
includes taxes & fees
9 Sept - 10 Sept
Travelodge by Wyndham Lake George NY

Doray Motel

2.0 star property
8.4 out of 10, Very good, (172)
"Owners were very nice and socialble. Would definitely stay again for the convience!"
The price is €62
includes taxes & fees
2 Sept - 3 Sept
Doray Motel

Super 8 by Wyndham Lake George/Downtown

2.0 star property
8.0 out of 10, Very good, (909)
"Place is really nice & and owners are friendly."
The price is €60
includes taxes & fees
7 Sept - 8 Sept
Super 8 by Wyndham Lake George/Downtown

Tea Island Resort

2.0 star property
9.4 out of 10, Exceptional, (192)
"The staff was very friendly . It’s nice they had kayaks and canoes to use. Definitely will go back again"
Tea Island Resort

Lake View Inn

2.0 star property
5.6 out of 10, (287)
"We had a great time staying here. The rooms were clean and the owners were responsive. The cleaner of our room was friendly and did a great job. Great location as you can walk to the beach and the strip. Plan to stay again next summer! "
The price is €96
includes taxes & fees
25 Aug - 26 Aug
Lake View Inn

Lake Crest Inn

2.5 star property
8.2 out of 10, Very good, (218)
"great and with a good location"
The price is €96
includes taxes & fees
11 Sept - 12 Sept
Lake Crest Inn

Sundowner on Lake George

2.5 star property
7.4 out of 10, Good, (241)
"Looks completely renovated. Directly on Lake George. Free kayaks. Short walking distance to the town."
The price is €157
includes taxes & fees
1 Sept - 2 Sept
Sundowner on Lake George

Windsor Motel

2.5 star property
7.4 out of 10, Good, (216)
"Loved it!"
The price is €52
includes taxes & fees
7 Sept - 8 Sept
Windsor Motel

Park Lane Motel

2.5 star property
8.8 out of 10, Excellent, (254)
"Very convenient location. The staff was very nice, and the room was very clean. Great stay!"
The price is €95
includes taxes & fees
1 Sept - 2 Sept
Park Lane Motel

The Lake Motel

2.0 star property
9.0 out of 10, Wonderful, (451)
"Really nice staff and close enough to walk to everything"
The price is €94
includes taxes & fees
7 Sept - 8 Sept
The Lake Motel

Howard Johnson by Wyndham Lake George

2.0 star property
8.0 out of 10, Very good, (1000)
"Hotel walkable to town and to restaurants."
The price is €50
includes taxes & fees
14 Sept - 15 Sept
Howard Johnson by Wyndham Lake George
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Top Chestertown Hotel Reviews

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 122 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 are the best motels in Chestertown?
These are some of our customers' favourite motels to choose from 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 self-parking. Heritage of Lake George: Free WiFi and free parking are available during your stay, along with room amenities such as a furnished balcony. Central Chestertown is 16 mi (25.8 km) away. Howard Johnson by Wyndham Lake George: Enjoy access to the 24-hour front desk, and freebies including WiFi and self-parking. Located 16.6 mi (26.6 km) from the heart of Chestertown. Red Roof Inn Queensbury: Central Chestertown is 25.3 mi (40.7 km) away. Free WiFi, free parking and a 24-hour front desk are available during your stay. Americas Best Value Inn & Suites Lake George: 16 mi (25.7 km) from the heart of Chestertown. Enjoy access to the terrace, and freebies including WiFi and self-parking.
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, 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 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.