Find Windsor motels from $66

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Nov 21 - Nov 23
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Motels in Windsor

Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (759)
"It's very good for stay over"
United States
Frances
$69 nightly
The price is $77
Dec 1 - Dec 2
Total with taxes and fees
The Villager Motel
Exterior
Cozy Corner Motel

Cozy Corner Motel

2.0 star property
Williamstown
9.2 out of 10, Wonderful, (881)
"Clean, Great Staff, Quiet"
United States
john
$79 nightly
The price is $88
Nov 16 - Nov 17
Total with taxes and fees
Cozy Corner Motel
Courtyard
The Springs Motel

The Springs Motel

2.0 star property
New Ashford
9.2 out of 10, Wonderful, (85)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
$102 nightly
The price is $112
Nov 26 - Nov 27
Total with taxes and fees
The Springs Motel
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (583)
"Pool, fire pit, grounds and staff were great!"
United States
Kristy
$99 nightly
The price is $111
Nov 17 - Nov 18
Total with taxes and fees
Maple Terrace Motel
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (821)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Nov 14 - Nov 15
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

2.0 star property
Pittsfield
7.8 out of 10, Good, (838)
"This property has a mid century motel look from the street but the rooms have been recently upgraded and are fully modern inside. A great value and comfortable place to stay"
United States
Phillip
$75 nightly
The price is $84
Nov 24 - Nov 25
Total with taxes and fees
Berkshire Inn
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (310)
"It was clean and in a convenient location "
United States
Karen
$93 nightly
The price is $104
Nov 23 - Nov 24
Total with taxes and fees
Williamstown Motel
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (981)
"The room is very nice. This is the best free breakfast I've ever seen at a hotel. I would definitely stay here again."
United States
Ellen
$85 nightly
The price is $95
Dec 1 - Dec 2
Total with taxes and fees
Willows Motel Williamstown
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (409)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
$86 nightly
The price is $97
Dec 2 - Dec 3
Total with taxes and fees
Sunset Inn
Single Room | 1 bedroom, in-room safe, desk, free WiFi
Blue Vista Motor Lodge

Blue Vista Motor Lodge

2.0 star property
North Adams
9.8 out of 10, Exceptional, (194)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
$179 nightly
The price is $189
Nov 16 - Nov 17
Total with taxes and fees
Blue Vista Motor Lodge
Exterior
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"good average place to stay."
United States
Terry
$60 nightly
The price is $66
Nov 22 - Nov 23
Total with taxes and fees
Pleasant Valley Motel West Stockbridge
Property grounds
Wagon Wheel Inn

Wagon Wheel Inn

2.0 star property
Lenox
7.0 out of 10, Good, (641)
"There was a mouse in our room at night."
United States
Brin
$69 nightly
The price is $77
Nov 16 - Nov 17
Total with taxes and fees
Wagon Wheel Inn
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

2.0 star property
Lee
6.4 out of 10, (646)
"Great place. , good staff "
United States
ketul
$59 nightly
The price is $66
Nov 30 - Dec 1
Total with taxes and fees
Econo Lodge Lee - Great Barrington
Front of property
Becket Motel

Becket Motel

2.5 star property
Becket
6.8 out of 10, (60)
"A very basic motel with a good size refrigerator. You can't cook here (microwave, a sink but no kitchen towels, grills outside but not sure whose those are). A continental breakfast is listed but is not available . Perhaps the owners should update this. No stuff around. The door was opened remotely. The best thing was its proximity to the Jacob's Pillow Dance Center. If you only want to place to sleep this is adequate. "
United States
Diane
$120 nightly
The price is $135
Nov 23 - Nov 24
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, (457)
"Clean comfortable. Good for the price. "
United States
Jerry Silver
$76 nightly
The price is $85
Nov 16 - Nov 17
Total with taxes and fees
Berkshire Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

2.5 star property
Pittsfield
5.4 out of 10, (809)
"Room spotless and staff helpful."
United States
William
$75 nightly
The price is $84
Nov 16 - Nov 17
Total with taxes and fees
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

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere."
Kim 2-night trip
Posted 3 days ago
Berkshires Untold

Find out more about Windsor

Windsor Motels information

Number of reviews
9,456
Accommodation
24 Motels
Lowest Price
$66
Highest Price
$189

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 975 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 WiFi, free parking, and a 24-hour front desk are available during your stay. Central Windsor is 13.4 mi (21.6 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 Williamstown: Central Windsor is 15 mi (24.2 km) away. A business center along with freebies like breakfast, WiFi, and parking are available during your stay. The Springs Motel: 11.7 mi (18.9 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 Mount Greylock State Reservation Visitor Center, Mount Greylock, and Mount Greylock State Reservation. 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 Barrington Stage Company, Colonial Theater, and Berkshire East Ski Resort.
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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