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Check prices for these dates

Next weekend
Jun 5 - Jun 7
In two weeks
Jun 12 - Jun 14
In one month
Jun 26 - Jun 28
In two months
Jul 24 - Jul 26

Our top choices for Windsor motels

Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (467 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
The price is CA $91
CA $102 total
includes taxes & fees
May 30 - May 31
Berkshire Travel Lodge
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (606 reviews)
"Very clean and comfortable room and grounds, pleasant and helpful hosts, relaxing setting. Highly recommended."
United States
David J.
The price is CA $159
CA $177 total
includes taxes & fees
Jun 15 - Jun 16
Maple Terrace Motel
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (910 reviews)
"Facilities were excellent. Staff was very helpful and very efficient & courteous in taking care of any concerns I had."
United States
Barbara J
The price is CA $117
CA $137 total
includes taxes & fees
Jun 16 - Jun 17
Cozy Corner Motel
One queen bed non smoking

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"The property is in terrible condition."
United States
Olga V
The price is CA $87
CA $95 total
includes taxes & fees
May 30 - May 31
Pleasant Valley Motel West Stockbridge
In-room safe, desk, laptop workspace, iron/ironing board

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (856 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
The price is CA $109
CA $122 total
includes taxes & fees
Jun 15 - Jun 16
Howard Johnson by Wyndham Lenox
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (320 reviews)
"Great location with easy parking"
United Kingdom
David
The price is CA $123
CA $137 total
includes taxes & fees
May 31 - Jun 1
Williamstown Motel
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (97 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is CA $166
CA $182 total
includes taxes & fees
Jun 3 - Jun 4
The Springs Motel
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (211 reviews)
"Great stay! "
United States
ALEKSey
The price is CA $270
CA $285 total
includes taxes & fees
Jun 16 - Jun 17
Blue Vista Motor Lodge
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Best that can be said is that it was clean. The shower was ok. No on-site staff, we had to check in using a Ring doorbell and bad phone connection. The baseboard heat control required me to get on the floor and crawl into the corner of the room behind the fridge. And the room didn’t look at all like the picture on Expedia. Stay here if you have no other choice."
United States
Andrew
The price is CA $131
CA $193 total
includes taxes & fees
Jun 2 - Jun 3
Becket Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (787 reviews)
"The room was comfortable and clean, I will stay there again"
United States
Monica
The price is CA $123
CA $137 total
includes taxes & fees
Jun 1 - Jun 2
The Villager Motel
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (664 reviews)
"Good to stay. "
United States
Ibinabo
The price is CA $98
CA $110 total
includes taxes & fees
Jun 3 - Jun 4
Econo Lodge Lee - Great Barrington
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,000 reviews)
"A nice stay at an affordable price. "
United States
Brian
The price is CA $115
CA $129 total
includes taxes & fees
Jun 17 - Jun 18
Willows Motel Williamstown
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (859 reviews)
"Clean comfortable room. Very nice staff. Close to everything in downtown Pittsfield. This is the only place I stay when I’m in Pittsfield. Very peaceful. Excellent place to relax. "
United States
Jennifer
The price is CA $114
CA $128 total
includes taxes & fees
Jun 9 - Jun 10
Berkshire Inn
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (413 reviews)
"Nice place for a stay"
United States
Jay
The price is CA $137
CA $153 total
includes taxes & fees
Jun 8 - Jun 9
Sunset Inn
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (910 reviews)
"clean; quiet; good breakfast; as advertised; easy check-in/check out; convenient parking; "
United States
Thomas
The price is CA $133
CA $148 total
includes taxes & fees
May 31 - Jun 1
Howard Johnson by Wyndham Williamstown
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (819 reviews)
"Scammers!! I booked a night just to shower and refresh. An abandoned public bathroom is 100 times cleaner than their room"
United States
Elie
The price is CA $97
CA $109 total
includes taxes & fees
May 31 - Jun 1
FairBridge Inn Express
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 Windsor Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"We arrived after hours and had a pleasant check in experience with security. We had a presidental room that had two kings and a kitchen plus a large living room for the kids to play. The room was clean and the overall property was clean and in good condition. The room also had a nice patio that overlooked the train tracks and was relaxing. Overall, the room was quiet and it was a great spot to reset. We took advantage of the on-site activities and gameroom. The kids enjoyed the playground behind the game room. We would recommend and stay again!"
Janette 8-night trip
Posted 8 hours ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about Windsor

Windsor Motels information

Number of reviews
9,981
Accommodation
24 Motels
Lowest Price
CA $95
Highest Price
CA $285

Frequently asked questions

What can I expect from a motel trip to Windsor?
If you're having a hard time finding motels in Windsor, let us help you find a motel or something similar from over 1007 accommodations in the area. Simply filter using our search tools by price per night or cost-effective amenities such as free parking and free breakfast.
What's it like to stay in a motel?
At many motels, you'll often find a free parking spot and an outdoor pool. When you stay at a motel property, you'll usually access your room from an outside corridor overlooking the parking lot. The word "motel" was conceived in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Windsor?
Here are some of our customers' favorite motels in the larger area. Howard Johnson by Wyndham Lenox is located 13.4 mi (21.6 km) from the heart of Windsor. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Cozy Corner Motel: A lazy river along with freebies like breakfast, WiFi, and parking are available during your stay. Central Windsor is 17.6 mi (28.3 km) away. Willows Motel Williamstown: Enjoy access to the library, and freebies including breakfast, WiFi, and parking. Located 15.5 mi (25 km) from the heart of Windsor. Berkshire Inn: Central Windsor is 11.9 mi (19.2 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a microwave. Blue Vista Motor Lodge: 12.5 mi (20.1 km) from the heart of Windsor. Enjoy access to the 2 hot tubs, and freebies including WiFi and parking.
What can I do in Windsor?
Some outdoorsy places nearby include Wahconah Falls State Park, Mount Greylock State Reservation Visitor Center, and Swift River. You'll find these family-friendly sights in the area: Berkshire Museum, Bousquet Ski Area, and The Bookstore. While you're checking out the area, consider visiting Susan B. Anthony Birthplace Museum, Mount Greylock, and Barrington Stage Company.
What's the weather like in Windsor?
Weather can make or break a roadtrip, so here's some data about year-round temperatures in Windsor to help you plan yours: The hottest months are usually July and August with an average temp of 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Windsor are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What are my options for getting around Windsor when staying in a motel?
We've gathered some information about getting around Windsor to help you navigate your stay: Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 13.8 mi (22.2 km) away from the heart of the city. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 28.9 mi (46.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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