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Find Chestertown motels from $75

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Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Chestertown motels

Exterior
Super 8 by Wyndham Lake George/Warrensburg Area

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, (1000)
"Great staff. Great value."
United States
Darkhan
$71 nightly
The price is $79
Dec 28 - Dec 29
Total with taxes and fees
Super 8 by Wyndham Lake George/Warrensburg Area
Basic Cabin | Private kitchen | Fridge, microwave, coffee/tea maker, electric kettle
Maple Leaf Motel

Maple Leaf Motel

Maple Leaf Motel
2.5 star property
Schroon Lake
8.8 out of 10, Excellent, (548)
"Convenient check in, good value."
United States
Dalei
$119 nightly
The price is $134
Dec 20 - Dec 21
Total with taxes and fees
Maple Leaf Motel
Lobby
Red Roof Inn Queensbury

Red Roof Inn Queensbury

Red Roof Inn Queensbury
2.5 star property
Queensbury
7.0 out of 10, Good, (1000)
"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
$69 nightly
The price is $77
Dec 21 - Dec 22
Total with taxes and fees
Red Roof Inn Queensbury
Private beach, kayaking, rowing
Sundowner on Lake George

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
$156 nightly
The price is $173
Jan 12 - Jan 13, 2026
Total with taxes and fees
Sundowner on Lake George
Property entrance
Lake Haven Motel

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
$138 nightly
The price is $153
Dec 21 - Dec 22
Total with taxes and fees
Lake Haven Motel
Free WiFi, bed sheets
Rodeway Inn Lake George Outlets

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
$77 nightly
The price is $85
Dec 22 - Dec 23
Total with taxes and fees
Rodeway Inn Lake George Outlets
Garden
Pinebrook Motel

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
$67 nightly
The price is $75
Dec 21 - Dec 22
Total with taxes and fees
Pinebrook Motel
Lunch, dinner served; German cuisine, garden views
Gore Mountain Lodge

Gore Mountain Lodge

Gore Mountain Lodge
2.0 star property
North Creek
9.2 out of 10, Wonderful, (212)
"hi, everything was great, would go back again, great location!! "
United States
david
$229 nightly
The price is $254
Jan 4 - Jan 5, 2026
Total with taxes and fees
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

Lodges At Cresthaven

Lodges At Cresthaven

10/10 Excellent
"Very clean, quiet place,Nice view. Thank you"
martin
Posted 1 day ago
Lodges At Cresthaven

Find out more about Chestertown

Chestertown Motels information

Number of reviews
3,799
Accommodation
59 Motels
Lowest Price
$75
Highest Price
$254

Frequently asked questions

What are the best Chestertown motels, based on reviews?
Pine Tree Motel & Cabins is an exceptional choice for travelers seeking a memorable stay in Chestertown. With a stellar 9.2 rating, this property is celebrated for its friendly space and attentive service. Guests rave about the cozy cabins and comfortable rooms, with many highlighting the warm welcome from the owner. The stunning mountain views and proximity to outdoor adventures make it a superb retreat for nature lovers, whether you're planning a hiking trip or a leisurely bike ride.
What is the nightly rate for a motel in Chestertown?
You can find a great deal from $75 on Chestertown motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Chestertown motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Chestertown motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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