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Search Motels in Windsor from CA $88

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Windsor motels

Room

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (894 reviews)
"great value"
United States
Horace
The price is CA $79
CA $88 total
includes taxes & fees
Oct 8 - Oct 9
FairBridge Inn Express
Room

2. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (909 reviews)
"Stay again"
United States
irene
The price is CA $109
CA $122 total
includes taxes & fees
Sep 8 - Sep 9
Howard Johnson by Wyndham Lenox
Room

3. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (920 reviews)
"Quiet location set back from road, comfortable beds and nice shower. Located right on Rt. 20 and near downtown."
United States
Ellen
The price is CA $112
CA $125 total
includes taxes & fees
Oct 8 - Oct 9
Berkshire Inn
Courtyard

4. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (117 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is CA $157
CA $172 total
includes taxes & fees
Sep 13 - Sep 14
The Springs Motel
Gazebo

5. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (948 reviews)
"Nice location. Very helpful owner. Spacious room."
United States
Janis
The price is CA $122
CA $143 total
includes taxes & fees
Sep 9 - Sep 10
Cozy Corner Motel
Property grounds

6. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,003 reviews)
"This was an excellent stay in the Berkshires!"
United States
Richard
The price is CA $130
CA $145 total
includes taxes & fees
Sep 8 - Sep 9
Willows Motel Williamstown
View from property

7. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (344 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is CA $136
CA $151 total
includes taxes & fees
Sep 14 - Sep 15
Williamstown Motel
Property grounds

8. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (637 reviews)
"The place is a gem, great rooms, beautiful big garden, amazing heated pool , and adjacent to a farm, loved watching the horses."
United States
Annette
The price is CA $173
CA $193 total
includes taxes & fees
Sep 9 - Sep 10
Maple Terrace Motel
Exterior

9. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (227 reviews)
"Very nice place to stay with captivating view"
United States
Frederic
The price is CA $284
CA $301 total
includes taxes & fees
Sep 21 - Sep 22
Blue Vista Motor Lodge
Reception

10. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (819 reviews)
"We stayed one night in July. Easy check-in and clean room."
United States
Rebecca
The price is CA $123
CA $138 total
includes taxes & fees
Sep 8 - Sep 9
The Villager Motel
Lake view

11. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.6 out of 10, Exceptional, (14 reviews)
"excellent lakeside view"
United States
mike
The price is CA $190
CA $212 total
includes taxes & fees
Sep 15 - Sep 16
Berkshire Lake Lodge
Mountain view

12. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (940 reviews)
"Great place"
United States
Donna
The price is CA $138
CA $155 total
includes taxes & fees
Sep 8 - Sep 9
Howard Johnson by Wyndham Williamstown
Front of property

13. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (63 reviews)
"Comfortable stay "
United States
Paul
The price is CA $137
CA $199 total
includes taxes & fees
Sep 24 - Sep 25
Becket Motel
Pool

14. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (440 reviews)
"Host was very pleasant and extremely help with directions. Would definitely recommend"
United States
Joann
The price is CA $117
CA $131 total
includes taxes & fees
Sep 8 - Sep 9
Sunset Inn
In-room dining

15. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (694 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is CA $91
CA $101 total
includes taxes & fees
Sep 28 - Sep 29
Econo Lodge Lee - Great Barrington
Children's activities

16. 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 best aspect of this motel is the price. It is very close to the Tanglewood concert space and in West Stockbridge, a quaint town with galleries, a good bookstore, the excellent Turnpark Outdoor Sculpture Garden and "Amici" a nice Italian restaurant, etc."
United States
James
The price is CA $103
CA $113 total
includes taxes & fees
Sep 29 - Sep 30
Pleasant Valley Motel West Stockbridge
Outdoor pool

17. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (508 reviews)
"Perfect as I was just needing a place to stay overnight."
United States
Kris
The price is CA $93
CA $105 total
includes taxes & fees
Sep 13 - Sep 14
Berkshire Travel 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 Windsor Hotel Reviews

Hotel On North

Hotel On North

10/10 Excellent
"This is a hidden gem in the Berkshires. The hotel is clean, rooms are gorgeous and the staff was really helpful."
Brian 1-night trip
Posted 1 hour ago
Hotel On North

Find out more about Windsor

Windsor Motels information

Number of reviews
7,843
Accommodation
26 Motels
Lowest Price
CA $88
Highest Price
CA $301

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 994 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. Howard Johnson by Wyndham Lenox: Enjoy access to the free parking, 24-hour front desk, and coffee in the lobby. Located 13.4 mi (21.6 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. 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 Wahconah Falls State Park, Mount Greylock State Reservation Visitor Center, and Pontoosuc Lake. 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 Mount Greylock, Barrington Stage Company, 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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