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19 Sep - 21 Sep
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Motels in Windsor

The Springs Motel
Courtyard

The Springs Motel

2.0 star property
9.2 out of 10, Wonderful, (64)
"Chris was great!"
The price is SAR 373
SAR 409 total
includes taxes & fees
10 Sep - 11 Sep
The Springs Motel
The Villager Motel
Exterior

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (734)
"Great quiet stay. "
The price is SAR 334
SAR 373 total
includes taxes & fees
9 Sep - 10 Sep
The Villager Motel
Willows Motel Williamstown
Exterior

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (945)
"Comfortable, clean, and great continental breakfast options! "
The price is SAR 334
SAR 373 total
includes taxes & fees
9 Sep - 10 Sep
Willows Motel Williamstown
Cozy Corner Motel
Exterior

Cozy Corner Motel

2.0 star property
9.2 out of 10, Wonderful, (851)
"We really enjoyed our time at Cozy Corner Motel. 100% recommended "
The price is SAR 317
SAR 374 total
includes taxes & fees
14 Sep - 15 Sep
Cozy Corner Motel
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (573)
"Excellent place. Bountiful view. "
Maple Terrace Motel
Williamstown Motel
Exterior detail

Williamstown Motel

2.0 star property
9.4 out of 10, Exceptional, (292)
"This motel is a good value considering the location and condition. Simple motel that is fairly dated. Very friendly owners/staff. If you are looking for a basic motel that is not expensive, is clean and convenient to Williamstown, this a good fit."
The price is SAR 364
SAR 407 total
includes taxes & fees
11 Sep - 12 Sep
Williamstown Motel
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (799)
"My stay was perfect. I can't wait to stay there again. "
The price is SAR 296
SAR 331 total
includes taxes & fees
9 Sep - 10 Sep
Howard Johnson by Wyndham Lenox
Berkshire Inn
Desk, iron/ironing board, free WiFi, bed sheets

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (814)
"The bed was very comfortable."
The price is SAR 316
SAR 353 total
includes taxes & fees
9 Sep - 10 Sep
Berkshire Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (631)
"This property seemed improved over my last stay. It was clean and convenient for access to the local area amenities. I would stay there the next time I am in the area."
The price is SAR 238
SAR 266 total
includes taxes & fees
22 Sep - 23 Sep
Econo Lodge Lee - Great Barrington
Blue Vista Motor Lodge
Single Room | 1 bedroom, in-room safe, desk, free WiFi

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (184)
"Property is beautiful with breathtaking views ! The fire pits , sauna and hot hubs are a great addition to a great motel ! Early sunrise viewing a must ! North Adams is a great town nearby - "
The price is SAR 908
SAR 960 total
includes taxes & fees
10 Sep - 11 Sep
Blue Vista Motor Lodge
Howard Johnson by Wyndham Williamstown
Pool

Howard Johnson by Wyndham Williamstown

2.0 star property
6.6 out of 10, (874)
"A good location. Easy to find and access. Very clean and modern. "
Howard Johnson by Wyndham Williamstown
Becket Motel
Front of property

Becket Motel

2.5 star property
6.6 out of 10, (58)
"Comfortable stay "
The price is SAR 359
SAR 526 total
includes taxes & fees
29 Sep - 30 Sep
Becket Motel
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (625)
"Convenient location for my trip"
The price is SAR 259
SAR 289 total
includes taxes & fees
9 Sep - 10 Sep
Wagon Wheel Inn
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (1001)
"Very nice staff!!"
The price is SAR 261
SAR 286 total
includes taxes & fees
13 Sep - 14 Sep
Pleasant Valley Motel West Stockbridge
Sunset Inn
Seasonal outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (405)
"The staff is a one man operation,Which he is a very nice man,does a good job keeping up with the cleaning.Location is great walking distance to the town and plenty of restaurants."
The price is SAR 392
SAR 438 total
includes taxes & fees
10 Sep - 11 Sep
Sunset Inn
Berkshire Travel Lodge
Outdoor pool

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (440)
"Property is close to Tanglewood Musical Venues. Parking is easy. The rooms are impeccably clean and the office manger was curteous."
The price is SAR 253
SAR 284 total
includes taxes & fees
21 Sep - 22 Sep
Berkshire Travel Lodge
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (778)
"Close to our target event a plus"
The price is SAR 267
SAR 298 total
includes taxes & fees
24 Sep - 25 Sep
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very enjoyable stay in a beautiful location! Clean, comfy, and nicely decorated condo! The staff is so helpful, and absolutely amazing. Couldn’t have had a better place to stay!"
Sandra 6-night trip
Posted 5 days ago
Vacation Village in the Berkshires
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

10/10 Excellent
"Fantastic breakfast, perfect location, fun vibe, beautiful pool area, an environment that encourages conversation with other guests. Room was spacious but needed a nightstand on either side of the bed. "
Leigh 1-night trip
Posted 2 weeks ago
The Porches Inn at Mass MoCA

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 979 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 Travel Lodge: Enjoy access to the terrace, and freebies including breakfast, WiFi, and parking. Located 22 mi (35.5 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 breakfast, 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.