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Compare 20 Motels in Windsor with updated reviews, rates, and availability.

FairBridge Inn Express
Room
FairBridge Inn Express
2.5 star property
5.4 out of 10, (677)
"I don’t know so many complaints. Bed was good, clean. Plenty of park. Provided what we paid for and was expecting. "
The price is AED 290
AED 324 total
includes taxes & fees
17 Nov - 18 Nov
FairBridge Inn Express
Howard Johnson by Wyndham Williamstown
Exterior
Howard Johnson by Wyndham Williamstown
2.0 star property
6.4 out of 10, (820)
"Check in staff was friendly. Room was clean and comfy bed."
The price is AED 367
AED 410 total
includes taxes & fees
17 Nov - 18 Nov
Howard Johnson by Wyndham Williamstown
Howard Johnson by Wyndham Lenox
Outdoor pool
Howard Johnson by Wyndham Lenox
2.0 star property
7.6 out of 10, Good, (700)
"It served our needs"
The price is AED 290
AED 324 total
includes taxes & fees
15 Nov - 16 Nov
Howard Johnson by Wyndham Lenox
Berkshire Inn
Outdoor pool
Berkshire Inn
2.0 star property
7.6 out of 10, Good, (743)
"Very quiet!! And clean"
The price is AED 316
AED 353 total
includes taxes & fees
17 Nov - 18 Nov
Berkshire Inn
Cozy Corner Motel
Room
Cozy Corner Motel
2.0 star property
9.0 out of 10, Wonderful, (770)
"The owner was very attentive and respectful. The room was very clean and comfortable. The bathroom looked recently remodeled and it was immaculate. We asked for extra towels and they were delivered within minutes to our room. This motel was small and as the name suggets, cozy. There was a brook on the side of the building we stayed on and they had a picknik table and a round table to sit on and enjoy the water view. The motel was on rte. 7 so going to and from the motel was easy to navigate and...
The price is AED 262
AED 309 total
includes taxes & fees
2 Dec - 3 Dec
Cozy Corner Motel
Econo Lodge Lee - Great Barrington
Exterior
Econo Lodge Lee - Great Barrington
2.0 star property
6.2 out of 10, (578)
"We were looking for a place not too expensive to just spend the night. This place fit the bill; clean and comfy. Bathroom needed some work and the floors were quite slippery, just coming in from the bad weather. Nothing a few scatter rugs and bathmat could fix. Bed was comfortable and a nice little dining table for 2 near the window. We'd stay there again."
The price is AED 239
AED 267 total
includes taxes & fees
17 Nov - 18 Nov
Econo Lodge Lee - Great Barrington
The Villager Motel
Front of property
The Villager Motel
2.0 star property
8.8 out of 10, Excellent, (669)
"Clean, comfortable & easy to find. "
The price is AED 253
AED 283 total
includes taxes & fees
17 Nov - 18 Nov
The Villager Motel
Willows Motel Williamstown
Room
Willows Motel Williamstown
2.0 star property
9.0 out of 10, Wonderful, (877)
"The breakfast had a spread of different fruits, yogurts, bagels, muffins generously offered for us to take them for lunch as well as breakfast. "
The price is AED 305
AED 341 total
includes taxes & fees
17 Nov - 18 Nov
Willows Motel Williamstown
Wagon Wheel Inn
Exterior
Wagon Wheel Inn
2.0 star property
7.2 out of 10, Good, (597)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
15 Nov - 16 Nov
Wagon Wheel Inn
Williamstown Motel
Front of property
Williamstown Motel
2.0 star property
8.6 out of 10, Excellent, (584)
"Nice motor lodge and great service checking in."
The price is AED 290
AED 324 total
includes taxes & fees
17 Nov - 18 Nov
Williamstown Motel
Berkshire Travel Lodge
Exterior
Berkshire Travel Lodge
2.5 star property
5.4 out of 10, (384)
"Not the Ritz Carlton, but the manager was courteous and the room was clean and in decent shape. I'd stay there again."
The price is AED 248
AED 268 total
includes taxes & fees
3 Dec - 4 Dec
Berkshire Travel Lodge
Blue Vista Motor Lodge
Front of property
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (157)
"Clean. Quiet"
The price is AED 578
AED 611 total
includes taxes & fees
17 Nov - 18 Nov
Blue Vista Motor Lodge
Pleasant Valley Motel West Stockbridge
Exterior
Pleasant Valley Motel West Stockbridge
2.0 star property
6.8 out of 10, (956)
"Well located near attractions "
The price is AED 217
AED 238 total
includes taxes & fees
20 Nov - 21 Nov
Pleasant Valley Motel West Stockbridge
Maple Terrace Motel
Exterior detail
Maple Terrace Motel
2.5 star property
9.6 out of 10, Exceptional, (534)
"Very kind owners. Friendly atmosphere. "
The price is AED 349
AED 390 total
includes taxes & fees
17 Nov - 18 Nov
Maple Terrace Motel
Sunset Inn
Outdoor pool
Sunset Inn
2.0 star property
7.6 out of 10, Good, (376)
"When we arrived, the receptionist was pleasant and kind, our room was ready. When we asked for more towels, we did not have to wait for more than 5 minutes and we had them. The restaurant next door, Rose's cafe, is amazing!"
The price is AED 331
AED 369 total
includes taxes & fees
17 Nov - 18 Nov
Sunset Inn
Becket Motel
Front of property
Becket Motel
2.5 star property
6.6 out of 10, (55)
"I liked how there was walking trails and shopping near by. "
Becket Motel
Northside Motel
Balcony
Northside Motel
2.0 star property
6.6 out of 10, (109)
"Stayed here for Solid Sound Festival since it’s a 10 min drive to Mass MOCA. It was exactly what you’d expect from a motel. Clean and comfortable. Perfectly met our needs. Coffee, orange juice, water cooler, and some pastries were offered in the office in the morning. It also looked like they were in the process of upgrading as mattresses and other items were being removed from some of the room the morning we left. We’d stay here again."
Northside Motel
The Springs Motel
Exterior
The Springs Motel
2.0 star property
8.8 out of 10, Excellent, (40)
"The outdoor fire pits and setting areas looked like a blast but it rained so we didn’t get a chance to hang outside. Next time! "
The Springs Motel
Green Valley Motel
Room
Green Valley Motel
2.0 star property
6.6 out of 10, (101)
"I felt that It was a dirty on the outisde and the paint chips on the outside took away the pleasant view of it "
Green Valley Motel
The Weathervane Motel
Property grounds
The Weathervane Motel
2.0 star property
7.2 out of 10, Good, (128)
"Booked a king bed but when I got there they told me no cable in that room. They gave me a room with a double bed that were on top of being small were very uncomfortable plus so much dust in air conditioner my allergies were affected plus it stunk couldn’t stay had to repack and go drive around and find a clean hotel plus staff never used a mask or gloves when I went back next day because I forgot my meds in drawer He told me he already cleaned room and there was nothing in the room I walked past...
The Weathervane 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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Other property types in Windsor

Vacation Village in the Berkshires
Lobby
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1746)
"Love staying here "
The price is AED 620
AED 717 total
includes taxes & fees
16 Nov - 17 Nov
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (919)
"Staff was friendly and helpful. The facility is a little run down, but it was clean. A lot was closed (ie. on site bar/restaurants) due to it being between seasons, which was disappointing. We used the hot tub, which was not very hot. We'd stay there again though. "
The price is AED 547
AED 600 total
includes taxes & fees
16 Nov - 17 Nov
Jiminy Peak Mountain Resort
Pristine Home In Becket Woods
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (13)
"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...
Pristine Home In Becket Woods
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.

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 873 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. Berkshire Inn is located 11.9 mi (19.2 km) from the heart of Windsor. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. FairBridge Inn Express: Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Central Windsor is 8.5 mi (13.6 km) away. Howard Johnson by Wyndham Lenox: Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Located 13.4 mi (21.6 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 Villager Motel: 17.8 mi (28.7 km) from the heart of Windsor. Enjoy the in-room free WiFi, and freebies including breakfast and parking.
What can I do in Windsor?
Some outdoorsy places nearby include Savoy Mountain State Forest, Mount Greylock State Reservation Visitor Center, and Mohawk Trail State Forest. 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, 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.