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Check prices for these dates

Tonight
6 Saf. - 7 Saf.
Tomorrow
7 Saf. - 8 Saf.
This weekend
7 Saf. - 9 Saf.
Next weekend
14 Saf. - 16 Saf.

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Compare 925 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, (77)
"This waa our second stay at Bloomi g Inn and i hopw to stay again. I like being ablento walk to restaurants nearby. Cute shops too. "
The price is SAR 307
SAR 489 total
includes taxes & fees
13 Feb - 14 Feb
Blooming 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. "
The price is SAR 345
SAR 511 total
includes taxes & fees
8 Feb - 9 Feb
Becket Motel
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 SAR 532
SAR 562 total
includes taxes & fees
9 Feb - 10 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 SAR 605
SAR 676 total
includes taxes & fees
8 Feb - 9 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, (1001)
"The hotel was in a very walkable community. I enjoyed the galleries in the lobby and the art museum nearby."
The price is SAR 443
SAR 495 total
includes taxes & fees
20 Feb - 21 Feb
Hotel Downstreet, Ascend Hotel Collection
The Porches Inn at Mass MoCA
Outdoor pool

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (374)
"The historical significance and what they have done to make it look like a rooming house for workers from the 1930's etc was done really well. Staff was nice and the breakfast was very organized and had good options. "
The price is SAR 634
SAR 792 total
includes taxes & fees
9 Feb - 10 Feb
The Porches Inn at Mass MoCA
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 SAR 954
SAR 1,009 total
includes taxes & fees
10 Feb - 11 Feb
Harbour House Inn
Pilgrim Inn
Front of property

Pilgrim Inn

2.5 star property
5.8 out of 10, (302)
"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 SAR 209
SAR 233 total
includes taxes & fees
7 Mar - 8 Mar
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 SAR 316
SAR 353 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, (379)
"I think some of the unfavorable reviews I have seen are unfair. Everything is relative and, yes, this is clearly an older property that appears to be privately owned. Notwithstanding its age and some of the dated decor and furnishing, my room was very clean (cleaner than some I have stayed in at upscale hotels). It was one of the coldest nights of the year and the heat worked well and the water was hot. The television and WiFi worked and for my purposes (a one night layover on my way to visit...
The price is SAR 291
SAR 325 total
includes taxes & fees
4 Mar - 5 Mar
Sunset Inn
FairBridge Inn Express
Room

FairBridge Inn Express

2.5 star property
5.4 out of 10, (700)
"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 SAR 259
SAR 289 total
includes taxes & fees
17 Feb - 18 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 SAR 713
SAR 796 total
includes taxes & fees
9 Feb - 10 Feb
Chambery Inn
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (584)
"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 SAR 259
SAR 289 total
includes taxes & fees
8 Feb - 9 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 SAR 1,046
SAR 1,169 total
includes taxes & fees
10 Feb - 11 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, (1004)
"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 SAR 402
SAR 449 total
includes taxes & fees
9 Feb - 10 Feb
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Property amenity

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires

3.5 star property
9.0 out of 10, Wonderful, (594)
"Room was clean and facility was nice"
The price is SAR 446
SAR 551 total
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires
Lakehouse Inn
Lake

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (242)
"The staff was very welcoming and courteous. Once you settled in you were offered a drink to help you relax from your travels(hot cider to take off the chill).Very pleasant cozy atmosphere The room was clean and inviting, The view of the lake amazing, We have been there twice once in the fall and again in winter. We will return."
The price is SAR 473
SAR 554 total
includes taxes & fees
8 Feb - 9 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 SAR 897
SAR 1,002 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, (626)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is SAR 490
SAR 547 total
includes taxes & fees
9 Feb - 10 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 SAR 259
SAR 289 total
includes taxes & fees
10 Mar - 11 Mar
Wagon Wheel Inn
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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Learn more about Windsor

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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 Vacation Village in the Berkshires and Life House Berkshires. 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 Savoy Mountain State Forest, Mount Greylock State Reservation Visitor Center, and Mohawk Trail State Forest. You'll also find Mount Greylock and Berkshire Museum 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.