Search Motels in Windsor from CA $88

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Our top choices for Windsor motels

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (596 reviews)
"Cute place"
United States
Lisa
The price is CA $136
CA $151 total
includes taxes & fees
Mar 4 - Mar 5
Maple Terrace Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (779 reviews)
"clean modern and spacious room. comfortable king bed. "
United States
William
The price is CA $103
CA $115 total
includes taxes & fees
Mar 4 - Mar 5
The Villager Motel

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (834 reviews)
"Clean room and the bed was very comfortable "
United States
Arlan
The price is CA $94
CA $106 total
includes taxes & fees
Mar 12 - Mar 13
Howard Johnson by Wyndham Lenox

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,001 reviews)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is CA $80
CA $88 total
includes taxes & fees
Mar 1 - Mar 2
Pleasant Valley Motel West Stockbridge

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (894 reviews)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is CA $102
CA $121 total
includes taxes & fees
Mar 4 - Mar 5
Cozy Corner Motel

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,004 reviews)
"Very clean and warm room, kind staff, many fresh fruits for breakfast. Wonderful stay in cold January."
United States
ALEXEI
The price is CA $105
CA $117 total
includes taxes & fees
Feb 27 - Feb 28
Willows Motel Williamstown

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (201 reviews)
"Great stay! "
United States
ALEKSey
The price is CA $245
CA $259 total
includes taxes & fees
Mar 4 - Mar 5
Blue Vista Motor Lodge

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (92 reviews)
"I’ve stayed here a few times. Super quaint and a reasonable distance to lots of great places. Very affordable."
United States
Jennifer
The price is CA $165
CA $181 total
includes taxes & fees
Feb 26 - Feb 27
The Springs Motel

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (844 reviews)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is CA $116
CA $130 total
includes taxes & fees
Mar 1 - Mar 2
Berkshire Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411 reviews)
"owners was nice, room was clean"
United States
tom
The price is CA $130
CA $145 total
includes taxes & fees
Feb 28 - Mar 1
Sunset Inn

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.4 out of 10, Exceptional, (315 reviews)
"Great location with easy parking"
United Kingdom
David
The price is CA $110
CA $123 total
includes taxes & fees
Mar 26 - Mar 27
Williamstown Motel

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (658 reviews)
"The room was clean and the service adequate"
United States
David
The price is CA $87
CA $98 total
includes taxes & fees
Mar 12 - Mar 13
Econo Lodge Lee - Great Barrington

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (904 reviews)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is CA $123
CA $138 total
includes taxes & fees
Mar 4 - Mar 5
Howard Johnson by Wyndham Williamstown

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (463 reviews)
"Nice location for my needs. Breakfast was not good or healthy. A little old, but had everything I needed. "
United States
Cameron
The price is CA $86
CA $97 total
includes taxes & fees
Feb 27 - Feb 28
Berkshire Travel Lodge

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811 reviews)
"Room spotless and staff helpful."
United States
William
The price is CA $110
CA $123 total
includes taxes & fees
Feb 27 - Feb 28
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

Find out more about Windsor

Windsor Motels information

Number of reviews
8,491
Accommodation
24 Motels
Lowest Price
CA $88
Highest Price
CA $259

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 984 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 Williamstown is located 15 mi (24.2 km) from the heart of Windsor. Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Berkshire Inn: A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a microwave. Central Windsor is 11.9 mi (19.2 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. Cozy Corner Motel: Central Windsor is 17.6 mi (28.3 km) away. A lazy river along with freebies like breakfast, WiFi, and parking are available during your stay. Howard Johnson by Wyndham Lenox: 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.
What can I do in Windsor?
Some outdoorsy places nearby include Mount Greylock State Reservation Visitor Center, Skyline Trail, and Mount Greylock. You'll find these family-friendly sights in the area: Berkshire Museum, Bousquet Ski Area, and Berkshire Scenic Railway Museum. While you're checking out the area, consider visiting Bas Ridge Golf Course, Berkshire Athenaeum, and Colonial Theater.
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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