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Find Windsor motels from $63

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Windsor motels

A hotel room with a large bed, a separate sitting area, a bathtub, and a large mirror.

1. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (934 reviews)
"Friendly staff"
United States
William
$79 nightly
The price is $88
Nov 8 - Nov 9
Total with taxes and fees
FairBridge Inn Express
A hotel room with a large bed, bedside lamps, a desk with a computer, a microwave, and framed pictures on the wall.

2. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (935 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
$79 nightly
The price is $88
Nov 8 - Nov 9
Total with taxes and fees
Howard Johnson by Wyndham Lenox
A fenced outdoor area with a pool, lounge chairs, and umbrellas.

3. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
$80 nightly
The price is $89
Dec 7 - Dec 8
Total with taxes and fees
Berkshire Inn
A patio area with outdoor furniture, a fire pit, and potted plants.

4. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
$89 nightly
The price is $97
Nov 9 - Nov 10
Total with taxes and fees
The Springs Motel
A blue wooden deck with white picket railings, surrounded by a well-maintained lawn and colorful autumn foliage.

5. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
$77 nightly
The price is $85
Nov 16 - Nov 17
Total with taxes and fees
Williamstown Motel
A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

6. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
$89 nightly
The price is $99
Nov 8 - Nov 9
Total with taxes and fees
Willows Motel Williamstown
A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

7. Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (242 reviews)
"Up on top of the mountain, the views were great. This motel faces east so sunrises are spectacular. I enjoyed the rural location and being able to go out by the fire pits was a nice touch."
United States
William
$169 nightly
The price is $179
Nov 9 - Nov 10
Total with taxes and fees
Blue Vista Motor Lodge
A garden with a swing set, a blue chair, and a flower bed.

8. Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (648 reviews)
"Perfect charming little hotel The couple at the front was very nice and helpful"
United States
yeraldine
$99 nightly
The price is $111
Nov 8 - Nov 9
Total with taxes and fees
Maple Terrace Motel
A kitchen with a countertop, a refrigerator, and a window.

9. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
$69 nightly
The price is $77
Dec 1 - Dec 2
Total with taxes and fees
The Villager Motel
An outdoor seating area with Adirondack chairs and potted plants.

10. Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (965 reviews)
"Very clean and welcoming room. Staff man was very helpful and conscientious"
United States
Frank
$79 nightly
The price is $88
Nov 16 - Nov 17
Total with taxes and fees
Cozy Corner Motel
A grassy area with a lake, trees, and red chairs arranged around a fire pit.

11. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (27 reviews)
"excellent lakeside view"
United States
mike
$110 nightly
The price is $123
Nov 13 - Nov 14
Total with taxes and fees
Berkshire Lake Lodge
A hotel room with a large bed, two bedside tables with lamps, a desk with a chair, and a small window.

12. Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (958 reviews)
"Room was very clean. Tastefully decorated. Beds were comfortable. Would stay there next time we go to Williamstown,Mass."
United States
Barbara
$100 nightly
The price is $112
Nov 22 - Nov 23
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

13. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
$56 nightly
The price is $63
Dec 1 - Dec 2
Total with taxes and fees
Econo Lodge Lee - Great Barrington
A swimming pool with a fenced area, lounge chairs, and a warning sign.

14. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (447 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
$79 nightly
The price is $88
Nov 8 - Nov 9
Total with taxes and fees
Sunset Inn
A hotel room with a bed, two chairs, a small table, and a lamp.

15. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,000 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
$71 nightly
The price is $78
Nov 7 - Nov 8
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Lobby sitting area

16. Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (527 reviews)
"The room was clean and the staff friendly."
United States
Istvan
$76 nightly
The price is $85
Nov 8 - Nov 9
Total with taxes and fees
Berkshire Travel Lodge
An outdoor patio with a table and chairs, surrounded by wooden deck and greenery.

17. Becket Motel

Becket Motel
2.5 star property
Becket
6.6 out of 10, (64 reviews)
"Comfortable stay "
United States
Paul
$140 nightly
The price is $156
Nov 8 - Nov 9
Total with taxes and fees
Becket Motel
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

10/10 Excellent
"Very centrally located. Right next to a good little market. Very reasonable price for an apartment like room."
Holly 3-night trip
Posted 13 hours ago
Berkshire Mountain Lodge

Find out more about Windsor

Windsor Motels information

Number of reviews
1,511
Accommodation
26 Motels
Lowest Price
$63
Highest Price
$179

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. Howard Johnson by Wyndham Lenox: Free parking, a 24-hour front desk, and coffee in the lobby are available during your stay. Central Windsor is 13.4 mi (21.6 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 Travel Lodge: Central Windsor is 22 mi (35.5 km) away. A terrace along with freebies like breakfast, WiFi, and parking are available during your stay. Berkshire Inn: 11.9 mi (19.2 km) from the heart of Windsor. Enjoy access to the seasonal outdoor pool, 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 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 Swift River, Mount Greylock, 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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