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Compare 21 Motels in Windsor with updated reviews, rates, and availability.

Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (704)
"The room was clean and spacious. The parking lot still had a lot of snow and especially ice"
The price is AED 290
AED 324 total
includes taxes & fees
1 Jan - 2 January 2025
Howard Johnson by Wyndham Lenox
FairBridge Inn Express
Room

FairBridge Inn Express

2.5 star property
5.4 out of 10, (687)
"Nice room for price close by to everything fulfilled my needs"
The price is AED 253
AED 283 total
includes taxes & fees
30 Dec - 31 Dec
FairBridge Inn Express
The Villager Motel
Front of property

The Villager Motel

2.0 star property
8.8 out of 10, Excellent, (676)
"They are so clean. "
The price is AED 253
AED 283 total
includes taxes & fees
30 Dec - 31 Dec
The Villager Motel
Berkshire Inn
Outdoor pool

Berkshire Inn

2.0 star property
7.6 out of 10, Good, (755)
"This is a nice motel, though there is no continental breakfast. There is a pot of coffee made at 7am. The rooms are clean and updated, the mattress is good, airconditioner in back wall, simple round thermostat for hot water radiator heating, mini-fridge is compressor type, microwave."
The price is AED 316
AED 353 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Inn
Willows Motel Williamstown
Room

Willows Motel Williamstown

2.0 star property
9.0 out of 10, Wonderful, (890)
"The room was clean,the bed comfortable. Since it is an older motel it could use a little updates. But it was clean as well as the bathroom and shower. Had a decent continental breakfast. Coffee maker was available in the room. Owner was very nice and welcoming."
The price is AED 290
AED 324 total
includes taxes & fees
30 Dec - 31 Dec
Willows Motel Williamstown
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (581)
"Was convenient and inexpensive. The back stairs were a little rickety. Also had to ring the bell to check in later in the evening, but was fine. Room was just the basics, but served the purpose for my one night stay. "
The price is AED 220
AED 246 total
includes taxes & fees
30 Dec - 31 Dec
Econo Lodge Lee - Great Barrington
Maple Terrace Motel
Exterior detail

Maple Terrace Motel

2.5 star property
9.6 out of 10, Exceptional, (540)
"Nice place we will be back,"
The price is AED 345
AED 386 total
includes taxes & fees
2 Jan - 3 January 2025
Maple Terrace Motel
Cozy Corner Motel
Room

Cozy Corner Motel

2.0 star property
9.0 out of 10, Wonderful, (775)
"Adorable motel - super cute & rooms are spotless - convenient to Williamstown too…"
The price is AED 275
AED 325 total
includes taxes & fees
2 Jan - 3 January 2025
Cozy Corner Motel
Williamstown Motel
Front of property

Williamstown Motel

2.0 star property
8.6 out of 10, Excellent, (590)
"Owner was very friendly. Room were roomy. Clean "
The price is AED 388
AED 434 total
includes taxes & fees
12 Jan - 13 January 2025
Williamstown Motel
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
30 Dec - 31 Dec
Wagon Wheel Inn
Blue Vista Motor Lodge
Front of property

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (161)
"Our stay was excellent! The hole stay was excellent… we will definitely spread our recommendations with friends and family! Look forward to our next stay there!"
The price is AED 578
AED 611 total
includes taxes & fees
1 Jan - 2 January 2025
Blue Vista Motor Lodge
Berkshire Travel Lodge
Exterior

Berkshire Travel Lodge

2.5 star property
5.4 out of 10, (387)
"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 241
AED 261 total
includes taxes & fees
12 Jan - 13 January 2025
Berkshire Travel Lodge
Pleasant Valley Motel West Stockbridge
Exterior

Pleasant Valley Motel West Stockbridge

2.0 star property
6.8 out of 10, (957)
"Well located near attractions "
The price is AED 217
AED 238 total
includes taxes & fees
2 Jan - 3 January 2025
Pleasant Valley Motel West Stockbridge
Howard Johnson by Wyndham Williamstown
Exterior

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (827)
"U"
The price is AED 367
AED 410 total
includes taxes & fees
30 Dec - 31 Dec
Howard Johnson by Wyndham Williamstown
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 249
AED 278 total
includes taxes & fees
11 Jan - 12 January 2025
Sunset Inn
Heart of the Berkshires
Front of property

Heart of the Berkshires

The price is AED 232
AED 310 total
includes taxes & fees
30 Dec - 31 Dec
Heart of the Berkshires
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
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
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
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, (1750)
"Nice and quiet family get a way"
The price is AED 689
AED 792 total
includes taxes & fees
1 Jan - 2 January 2025
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, (921)
"It’s challenging to read the reviews and know what to expect for this hotel. One main reason for that is because each unit is owned by different owners. Some units may have been renovated more recently than other units. I booked 3 rooms. One unit had an old electric stove with coils while the other had a newer electric stove. 1 had a toaster oven while the others did not. We brought food to cook, but kept it simple because we didn’t know what cooking pots and utensils would be available. One...
The price is AED 694
AED 762 total
includes taxes & fees
1 Jan - 2 January 2025
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 536
AED 821 total
includes taxes & fees
30 Dec - 31 Dec
Berkshire Village Carriage House - Super Private!!
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 897 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. The Villager Motel is located 17.8 mi (28.7 km) from the heart of Windsor. Enjoy the in-room free WiFi, and freebies including breakfast 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. FairBridge Inn Express: Central Windsor is 8.5 mi (13.6 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 Savoy Mountain State Forest, Mount Greylock State Reservation Visitor Center, and Skyline Trail. 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 Crane Museum of Papermaking, Mohawk Trail State Forest, and Mount Greylock.
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.