Search Motels in Windsor

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Motels in Windsor

Exterior
The Villager Motel

The Villager Motel

2.0 star property
Williamstown
8.8 out of 10, Excellent, (761)
"It's very good for stay over"
United States
Frances
The price is AED 253
AED 283 total
includes taxes & fees
1 Dec - 2 Dec
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
The price is AED 274
AED 324 total
includes taxes & fees
18 Nov - 19 Nov
Cozy Corner Motel
Seasonal outdoor pool
Sunset Inn

Sunset Inn

2.0 star property
Lee
7.6 out of 10, Good, (410)
"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
The price is AED 331
AED 369 total
includes taxes & fees
2 Dec - 3 Dec
Sunset Inn
Exterior
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

2.0 star property
Lenox
7.6 out of 10, Good, (824)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
18 Nov - 19 Nov
Howard Johnson by Wyndham Lenox
Exterior detail
Maple Terrace Motel

Maple Terrace Motel

2.5 star property
Williamstown
9.6 out of 10, Exceptional, (584)
"Pool, fire pit, grounds and staff were great!"
United States
Kristy
The price is AED 364
AED 406 total
includes taxes & fees
18 Nov - 19 Nov
Maple Terrace Motel
Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (311)
"It was clean and in a convenient location "
United States
Karen
The price is AED 317
AED 354 total
includes taxes & fees
18 Nov - 19 Nov
Williamstown Motel
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
The price is AED 288
AED 322 total
includes taxes & fees
24 Nov - 25 Nov
Berkshire Inn
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (986)
"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
The price is AED 281
AED 314 total
includes taxes & fees
1 Dec - 2 Dec
Willows Motel Williamstown
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
The price is AED 391
AED 429 total
includes taxes & fees
18 Nov - 19 Nov
The Springs Motel
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
The price is AED 656
AED 693 total
includes taxes & fees
18 Nov - 19 Nov
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
The price is AED 223
AED 245 total
includes taxes & fees
22 Nov - 23 Nov
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
The price is AED 253
AED 283 total
includes taxes & fees
18 Nov - 19 Nov
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, (647)
"Great place. , good staff "
United States
ketul
The price is AED 215
AED 241 total
includes taxes & fees
30 Nov - 1 Dec
Econo Lodge Lee - Great Barrington
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
Williamstown
6.6 out of 10, (899)
"Expedia needs to have a representative stay there overnight."
United States
Craig
The price is AED 367
AED 410 total
includes taxes & fees
18 Nov - 19 Nov
Howard Johnson by Wyndham Williamstown
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
The price is AED 321
AED 482 total
includes taxes & fees
24 Nov - 25 Nov
Becket Motel
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

2.5 star property
Austerlitz
5.4 out of 10, (458)
"Staff was great. Room had lots of hair everywhere but overall it’s okay for the price. Should be a little cheaper for the night. "
United States
Caitlyn
The price is AED 251
AED 281 total
includes taxes & fees
18 Nov - 19 Nov
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
The price is AED 248
AED 277 total
includes taxes & fees
30 Nov - 1 Dec
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway "
Leslie 4-night trip
Posted 3 days ago
Berkshire Mountain Lodge

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 980 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. Howard Johnson by Wyndham Williamstown: Enjoy access to the business center, and freebies including breakfast, WiFi, and parking. Located 15 mi (24.2 km) from the heart of Windsor. The Springs Motel: Central Windsor is 11.7 mi (18.9 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a private yard. 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 Swift River. 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 Crane Museum of Papermaking, Mount Greylock, and Barrington Stage Company.
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.