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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Windsor motels

In-room safe, desk, laptop workspace, iron/ironing board
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
The price is AED 290
AED 324 total
includes taxes & fees
10 Jan - 11 Jan
Howard Johnson by Wyndham Lenox
Gazebo
Cozy Corner Motel

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (889)
"Excellent service and a beautifully decorated property."
United States
Ivana
The price is AED 255
AED 301 total
includes taxes & fees
1 Feb - 2 Feb
Cozy Corner Motel
Property grounds
Willows Motel Williamstown

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (999)
"Convenient location & a clean room"
United States
Stephanie
The price is AED 281
AED 314 total
includes taxes & fees
10 Jan - 11 Jan
Willows Motel Williamstown
Reception
The Villager Motel

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (768)
"It's very good for stay over"
United States
Frances
The price is AED 275
AED 308 total
includes taxes & fees
11 Jan - 12 Jan
The Villager Motel
Exterior
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197)
"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
12 Jan - 13 Jan
Blue Vista Motor Lodge
Property grounds
Maple Terrace Motel

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (595)
"Cute place"
United States
Lisa
The price is AED 364
AED 406 total
includes taxes & fees
11 Jan - 12 Jan
Maple Terrace Motel
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (411)
"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
10 Jan - 11 Jan
Sunset Inn
Desk, iron/ironing board, free WiFi, bed sheets
Berkshire Inn

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (841)
"This hotel was very quiet and clean in an excellent spot , and all amenities were very comfortable and convenient I would definitely stay here again."
United States
MARIA J
The price is AED 297
AED 332 total
includes taxes & fees
9 Feb - 10 Feb
Berkshire Inn
Courtyard
The Springs Motel

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (90)
"Love this place! I’ve stayed here several times. It is sweet and uncomplicated and convenient."
United States
Jennifer
The price is AED 452
AED 495 total
includes taxes & fees
11 Jan - 12 Jan
The Springs Motel
Desk, laptop workspace, blackout drapes, iron/ironing board
Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1001)
"Priced very reasonably and the room was clean and comfy!"
United States
Wayne
The price is AED 215
AED 236 total
includes taxes & fees
11 Jan - 12 Jan
Pleasant Valley Motel West Stockbridge
Mountain view
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
The price is AED 331
AED 369 total
includes taxes & fees
10 Jan - 11 Jan
Howard Johnson by Wyndham Williamstown
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (653)
"The room was clean and the service adequate"
United States
David
The price is AED 248
AED 277 total
includes taxes & fees
15 Jan - 16 Jan
Econo Lodge Lee - Great Barrington
Outdoor pool
Berkshire Travel Lodge

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (461)
"The parking is right in front of the cabin the breakfast is made to order, very nice place "
United States
William
The price is AED 231
AED 259 total
includes taxes & fees
11 Jan - 12 Jan
Berkshire Travel Lodge
Desk, iron/ironing board, free WiFi, bed sheets
FairBridge Inn Express

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (811)
"Room spotless and staff helpful."
United States
William
The price is AED 294
AED 329 total
includes taxes & fees
22 Jan - 23 Jan
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

Red Roof Inn PLUS+ South Deerfield – Amherst

Red Roof Inn PLUS+ South Deerfield – Amherst

10/10 Excellent
"Really nice place staff "
Omayra 14-night trip
Posted 2 days ago
Red Roof Inn PLUS+ South Deerfield – Amherst

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 961 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. Howard Johnson by Wyndham Lenox is located 13.4 mi (21.6 km) from the heart of Windsor. Enjoy access to the 24-hour front desk, and freebies including WiFi and parking. Howard Johnson by Wyndham Williamstown: A business center along with freebies like breakfast, WiFi, and parking are available during your stay. Central Windsor is 15 mi (24.2 km) away. Cozy Corner Motel: Enjoy access to the lazy river, and freebies including breakfast, WiFi, and parking. Located 17.6 mi (28.3 km) from the heart of Windsor. Pleasant Valley Motel West Stockbridge: Central Windsor is 20.5 mi (33 km) away. Free WiFi and free parking are available during your stay, along with room amenities like a microwave. Willows Motel Williamstown: 15.5 mi (25 km) from the heart of Windsor. Enjoy access to the library, and freebies including breakfast, WiFi, and parking.
What can I do in Windsor?
Some outdoorsy places nearby include Mount Greylock State Reservation Visitor Center, Skyline Trail, 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 Mount Greylock, Barrington Stage Company, 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.