Find hotels in Windsor, MA from AED 180

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Check prices for these dates

Tonight
30 Jan - 31 Jan
Tomorrow
31 Jan - 1 Feb
This weekend
31 Jan - 2 Feb
Next weekend
7 Feb - 9 Feb

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Compare 921 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Blooming Inn
Room

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (76)
"Totally enjoyed our stay here. Just a short walk to a lovely downtown area with various dining options. We will definitely stay here again "
The price is AED 289
AED 466 total
includes taxes & fees
2 Feb - 3 Feb
Blooming Inn
Blue Vista Motor Lodge
Front of property

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (161)
"Clean. Quiet"
The price is AED 521
AED 550 total
includes taxes & fees
2 Feb - 3 Feb
Blue Vista Motor Lodge
The Trail in Adams - Berkshires’ Art Hotel
Terrace/patio

The Trail in Adams - Berkshires’ Art Hotel

2.5 star property
8.8 out of 10, Excellent, (127)
"The Trail in Adams offered me exactly what I needed: a quiet and convenient place prepare for a day in the woods the next day. Very convenient walking to nearby restaurants, right in the middle of Adams. There was a snowstorm that night, and the walks were shoveled several times that evening and the next morning. "
The price is AED 592
AED 662 total
includes taxes & fees
1 Feb - 2 Feb
The Trail in Adams - Berkshires’ Art Hotel
Hotel Downstreet, Ascend Hotel Collection
Exterior

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1003)
"Easy to get to, nice location "
The price is AED 426
AED 476 total
includes taxes & fees
16 Feb - 17 Feb
Hotel Downstreet, Ascend Hotel Collection
Harbour House Inn
Room

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 886
AED 937 total
includes taxes & fees
3 Feb - 4 Feb
Harbour House Inn
Pilgrim Inn
Front of property

Pilgrim Inn

2.5 star property
5.8 out of 10, (301)
"room was clean heater was noisy bed was too soft pillow mattress no shampoo dont think they checked on our room after 1st night no coffee, cups room 101"
The price is AED 180
AED 201 total
includes taxes & fees
5 Feb - 6 Feb
Pilgrim Inn
Quality Inn
Exterior

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"Good basic overnight lodging. No issues other than that there was no TV channel guide and it was difficult to navigate the on-screen guide."
The price is AED 309
AED 345 total
includes taxes & fees
23 Feb - 24 Feb
Quality Inn
Sunset Inn
Outdoor pool

Sunset Inn

2.0 star property
7.6 out of 10, Good, (378)
"Quick and easy check in! The manager was friendly and helpful. "
The price is AED 300
AED 335 total
includes taxes & fees
7 Feb - 8 Feb
Sunset Inn
FairBridge Inn Express
Room

FairBridge Inn Express

2.5 star property
5.4 out of 10, (698)
"Stay was good as usual, other than a single person hanging out on balcony pacing back and forth making it uncomfortable room was clean other than food found left in microwave. Overall have had good stays and would keep booking"
The price is AED 253
AED 283 total
includes taxes & fees
31 Jan - 1 Feb
FairBridge Inn Express
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (363)
"Chamberry Inn was a nice, quiet, relaxing stay. Enjoyed every second of it. The staff were kind and helpful. Would definitely stay again if I was in the area."
The price is AED 698
AED 779 total
includes taxes & fees
2 Feb - 3 Feb
Chambery Inn
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (583)
"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 253
AED 283 total
includes taxes & fees
31 Jan - 1 Feb
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Room

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (122)
"Beautiful property, great service "
The price is AED 915
AED 1,022 total
includes taxes & fees
2 Feb - 3 Feb
Devonfield Inn B&B
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Excellent affordable option with a very pretty view of the lake. The 24 hour coffee and tea stand was also great. Staff were very polite and helpful. Room was very clean. Would definitely stay here again. "
The price is AED 360
AED 402 total
includes taxes & fees
2 Feb - 3 Feb
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

3.5 star property
9.0 out of 10, Wonderful, (591)
"Plenty of room. Good location to local skiing. Clean."
The price is AED 474
AED 581 total
includes taxes & fees
2 Feb - 3 Feb
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (239)
"Amazing breakfast!"
The price is AED 463
AED 543 total
includes taxes & fees
31 Jan - 1 Feb
Lakehouse Inn
The Ponds at Foxhollow by Capital Vacations
Property grounds

The Ponds at Foxhollow by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (120)
"Very comfortable property in a lovely setting "
The price is AED 849
AED 949 total
includes taxes & fees
14 Feb - 15 Feb
The Ponds at Foxhollow by Capital Vacations
Hilton Garden Inn Lenox Pittsfield
Exterior

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (625)
"Comfortable room and beds. Great hot shower. "
The price is AED 480
AED 536 total
includes taxes & fees
2 Feb - 3 Feb
Hilton Garden Inn Lenox Pittsfield
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
31 Jan - 1 Feb
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Outdoor pool

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (709)
"The room was clean, and the staff was helpful and friendly. The location was great, and parking was convenient. However, the bathroom was extremely disappointing. There were stains and hairs on the toilet seat, and the overall cleanliness was far below acceptable standards."
The price is AED 290
AED 324 total
includes taxes & fees
31 Jan - 1 Feb
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Williamstown
Exterior

Howard Johnson by Wyndham Williamstown

2.0 star property
6.4 out of 10, (831)
"Nancy was super sweet . Great customer service . Definitely needs updating . Breakfast had a little bit of everything it was great "
The price is AED 353
AED 394 total
includes taxes & fees
31 Jan - 1 Feb
Howard Johnson by Wyndham Williamstown
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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Frequently asked questions

What's the best place to stay in Windsor?

Hotel Downstreet, located 13.6 mi (21.9 km) from the heart of Windsor, is a top choice for your stay based on our traveler data. Other good options for your visit to the area are Life House Berkshires and The Yankee, Trademark Collection by Wyndham. See all available top hotels, or vacation rentals in Windsor.

What's the top vacation rental in Windsor?

Berkshire Village Carriage House - Super Private!!: This vacation home rental outside of Windsor is located in the mountains and has a garden, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind. See all vacation rentals in Windsor.

If I need to cancel my hotel reservation in Windsor, will I receive a refund?

Yes! Most hotel bookings are fully refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Windsor.

Where can I learn more about changing or cancelling my trip to Windsor?

For more information about updating your trip to Windsor or cancelling it, click here.

What's the best hotel for staying near Albany International Airport (ALB)?

Albany Airport Inn and Suites is a popular 3-star hotel featuring free breakfast and an outdoor pool. It's located a short 1.2 mi (2 km) from Albany Intl. Airport. Other places to stay close to the airport are Hilton Garden Inn Albany Airport and Red Lion Hotel Albany.

What is staying in Windsor like?

Visitors can enjoy all that Windsor has to offer including the restaurants and shopping. In Windsor, there are 2 hotels and other accommodations to choose from. Find out more about Windsor.

What should I do while I'm visiting Windsor?

Places to visit in the wider area include Crane Museum of Papermaking, Savoy Mountain State Forest, and Mount Greylock State Reservation Visitor Center. You'll also find Mohawk Trail State Forest and Mount Greylock in the area. Check out what more to see and do in Expedia's Windsor guide.

What's the seasonal weather like in Windsor?

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.