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Check prices for these dates

Next weekend
Jul 24 - Jul 26
In two weeks
Jul 31 - Aug 2
In one month
Aug 14 - Aug 16
In two months
Sep 11 - Sep 13

Our top choices for Windsor motels

Desk, iron/ironing board, WiFi (free), bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (856 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
$62 nightly
The price is $69
Aug 11 - Aug 12
Total with taxes and fees
FairBridge Inn Express
Desk, iron/ironing board, WiFi (free), bed sheets

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (883 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
$90 nightly
The price is $101
Jul 20 - Jul 21
Total with taxes and fees
Berkshire Inn
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, (885 reviews)
"Great place"
United States
Luciane
$99 nightly
The price is $111
Jul 20 - Jul 21
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (931 reviews)
"Loved this place"
United States
Jeremy
$96 nightly
The price is $107
Jul 21 - Jul 22
Total with taxes and fees
Cozy Corner Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great value and excellent location"
United States
Truett
$89 nightly
The price is $99
Jul 20 - Jul 21
Total with taxes and fees
Willows Motel Williamstown
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (333 reviews)
"Clean rooms and the staff was extremely friendly and helpful"
United States
Graham
$91 nightly
The price is $102
Jul 29 - Jul 30
Total with taxes and fees
Williamstown Motel
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (108 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
$138 nightly
The price is $151
Jul 27 - Jul 28
Total with taxes and fees
The Springs Motel
Children's activities

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 reviews)
"Very comfortable. Will stay there again"
United States
Peter
$68 nightly
The price is $74
Jul 20 - Jul 21
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (623 reviews)
"Adorable little place! Staff was incredible and the rooms were cute but the only downside was the rooms had an older home smell!"
United States
Stephanie
$139 nightly
The price is $155
Jul 21 - Jul 22
Total with taxes and fees
Maple Terrace Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (802 reviews)
"The price in this area is expensive and this motel provides a reasonable alternative!"
United States
qing
$99 nightly
The price is $111
Jul 20 - Jul 21
Total with taxes and fees
The Villager Motel
Seasonal outdoor pool

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (425 reviews)
"It was a great stay, close to many amenities. The room was clean, with a comfortable bed."
Canada
Kevin
$109 nightly
The price is $122
Jul 20 - Jul 21
Total with taxes and fees
Sunset Inn
Exterior

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (220 reviews)
"Great facilities, fantastic views and neighborhood. Everything is so neat and clean. Live it and will come back."
United States
Meng
$246 nightly
The price is $260
Jul 20 - Jul 21
Total with taxes and fees
Blue Vista Motor Lodge
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (923 reviews)
"It's an older hotel however very clean & neat. The breakfast was very nice."
United States
Josephine
$100 nightly
The price is $112
Jul 20 - Jul 21
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
Front of property

Becket Motel

Becket Motel
2.5 star property
Becket
6.8 out of 10, (61 reviews)
"Comfortable stay "
United States
Paul
$136 nightly
The price is $151
Jul 26 - Jul 27
Total with taxes and fees
Becket Motel
Outdoor pool

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (493 reviews)
"We needed a bed for a quick crash session on the way through. The gentleman at the front desk was pleasant and so helpful and kind."
United States
Kyle
$67 nightly
The price is $76
Aug 11 - Aug 12
Total with taxes and fees
Berkshire Travel Lodge
Lake view

Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (7 reviews)
"Everything was perfect!!"
United States
Grzegorz
$203 nightly
The price is $226
Jul 22 - Jul 23
Total with taxes and fees
Berkshire Lake Lodge
In-room dining

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (676 reviews)
"Good location to towns in area"
United States
William
$84 nightly
The price is $94
Aug 9 - Aug 10
Total with taxes and fees
Econo Lodge Lee - Great Barrington
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

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Quite comfortable. Better-than-most value compared to many over-priced rates at nearby accommodations."
Mark 2-night trip
Posted less than an hour ago
Berkshire Mountain Lodge

Find out more about Windsor

Windsor Motels information

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 Motels
Lowest Price
Highest Price

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 987 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. FairBridge Inn Express is located 8.5 mi (13.6 km) from the heart of Windsor. Enjoy access to the business center, and freebies including WiFi and parking. Willows Motel Williamstown: A library along with freebies like breakfast, WiFi, and parking are available during your stay. Central Windsor is 15.5 mi (25 km) away. Berkshire Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 11.9 mi (19.2 km) from the heart of Windsor. Howard Johnson by Wyndham Lenox: Central Windsor is 13.4 mi (21.6 km) away. Free parking and a 24-hour front desk are available during your stay, along with room amenities like a soaking tub. Berkshire Travel Lodge: 22 mi (35.5 km) from the heart of Windsor. Enjoy access to the terrace, and freebies including breakfast, WiFi, and parking.
What can I do in Windsor?
Some outdoorsy places nearby include Mount Greylock State Reservation Visitor Center, Skyline Trail, and Swift River. You'll find these family-friendly sights in the area: Berkshire Museum, Land of Providence, and Bousquet Ski Area. 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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