Find hotels in Windsor, MA from AED 220

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Check prices for these dates

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

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Compare 929 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Blooming Inn
Front of property

Blooming Inn

3.0 star property
9.2 out of 10, Wonderful, (78)
"This is a great venue. It is affordably priced, conveniently located, artfully maintained in accordance with it original style (wooden floors and picket rail porch, antique furniture, etc.). I felt unique and pampered in my room. I even heard a train whistle nearby in the early wee hours of the morning, reassuring and comforting rather than disturbing. I hope to return for a longer stay."
The price is AED 289
AED 466 total
includes taxes & fees
12 Mar - 13 Mar
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 AED 349
AED 513 total
includes taxes & fees
9 Mar - 10 Mar
Becket Motel
Blue Vista Motor Lodge
Single Room | In-room safe, desk, free WiFi, bed sheets

Blue Vista Motor Lodge

2.0 star property
9.8 out of 10, Exceptional, (165)
"I rarely take the time to review anywhere I’ve stayed, but this place has stolen my heart! Its absolutely breathtaking property is second only to the friendliness of the staff. We couldn’t get enough of the sauna and hot tub with a view of the mountains, as well ans the evening firepit surrounded by andirondak chairs. The rooms and building is well maintained seemingly brand new. One of very few places I would stay again over and over! "
The price is AED 578
AED 611 total
includes taxes & fees
9 Mar - 10 Mar
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, (128)
"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 638
AED 713 total
includes taxes & fees
7 Mar - 8 Mar
The Trail in Adams - Berkshires’ Art Hotel
Hotel Downstreet, Ascend Hotel Collection
Indoor spa tub

Hotel Downstreet, Ascend Hotel Collection

3.0 star property
8.6 out of 10, Excellent, (1004)
"Exactly what I needed after being stressed out from work for the past few months. The laundry service may have out of service, but I dont care. All I needed was to decompress and this hotel helped me do exactly that. Thank you for a lovely weekend and I'll definitely come back when I get the chance.😊"
The price is AED 434
AED 485 total
includes taxes & fees
20 Mar - 21 Mar
Hotel Downstreet, Ascend Hotel Collection
The Porches Inn at Mass MoCA
Exterior

The Porches Inn at Mass MoCA

3.5 star property
9.4 out of 10, Exceptional, (377)
"Lovely place to stay. Wonderful breakfast."
The price is AED 592
AED 743 total
includes taxes & fees
19 Mar - 20 Mar
The Porches Inn at Mass MoCA
Harbour House Inn
Exterior

Harbour House Inn

3.5 star property
9.4 out of 10, Exceptional, (49)
"Lovely space and welcoming host."
The price is AED 1,008
AED 1,066 total
includes taxes & fees
17 Mar - 18 Mar
Harbour House Inn
Pilgrim Inn
Individually decorated, individually furnished, desk, laptop workspace

Pilgrim Inn

2.5 star property
5.8 out of 10, (304)
"Very comfortable and in a convenient location"
The price is AED 257
AED 287 total
includes taxes & fees
1 Apr - 2 Apr
Pilgrim Inn
Quality Inn
Lobby

Quality Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"Nice place. Made fresh waffle mix when I asked. No complaints"
The price is AED 309
AED 345 total
includes taxes & fees
23 Mar - 24 Mar
Quality Inn
Sunset Inn
Seasonal 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 AED 264
AED 295 total
includes taxes & fees
7 Mar - 8 Mar
Sunset Inn
FairBridge Inn Express
Desk, iron/ironing board, free WiFi, bed sheets

FairBridge Inn Express

2.5 star property
5.4 out of 10, (705)
"Quiet "
The price is AED 228
AED 255 total
includes taxes & fees
20 Mar - 21 Mar
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
9 Mar - 10 Mar
Chambery Inn
Econo Lodge Lee - Great Barrington
Standard Room, 1 King Bed | Desk, iron/ironing board, free cribs/infant beds, rollaway beds

Econo Lodge Lee - Great Barrington

2.0 star property
6.2 out of 10, (585)
"It was close to Butternut on a snowy day. Very good for the value and what it is."
The price is AED 220
AED 246 total
includes taxes & fees
9 Mar - 10 Mar
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Front of property - evening/night

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 1,021 total
includes taxes & fees
9 Mar - 10 Mar
Devonfield Inn B&B
The Black Swan Lee - Lenox, Ascend Hotel Collection
Lobby

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Some aspects were great, some not. The hotel restruant is an Indian cuisine which we do not like. The room we stayed in has wall and floor structural problems. There was also a camera pin hole in the ceiling over the tub I stuffed a tissue into. It was noisy between 10 to 11 pm as a group of loud drunks were walking down the hall."
The price is AED 359
AED 401 total
includes taxes & fees
13 Mar - 14 Mar
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Property amenity

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

3.5 star property
9.0 out of 10, Wonderful, (606)
"It is convenient for families with little ones during the off-season to have fun with the pool-activities-arcade and movie theatre on site. It is an easy drive from areas of MA-NY and CT to make it a convenient family weekend get away-rooms are getting dated and could use some sprucing and updating but are overall clean "
The price is AED 437
AED 539 total
includes taxes & fees
9 Mar - 10 Mar
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Lakehouse Inn
Aerial view

Lakehouse Inn

4.0 star property
9.8 out of 10, Exceptional, (248)
"Wonderful!!!"
Lakehouse Inn
Hilton Garden Inn Lenox Pittsfield
Terrace/patio

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (629)
"Very clean and comfortable with great restaurant and bar downstairs"
The price is AED 480
AED 536 total
includes taxes & fees
9 Mar - 10 Mar
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Property grounds

Wagon Wheel Inn

2.0 star property
7.2 out of 10, Good, (600)
"Great location. Pleasant staff."
The price is AED 253
AED 283 total
includes taxes & fees
7 Mar - 8 Mar
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (715)
"No issues"
The price is AED 290
AED 324 total
includes taxes & fees
7 Mar - 8 Mar
Howard Johnson by Wyndham Lenox
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

Explore Windsor: its food and more!

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Frequently asked questions

What's the best place to stay in Windsor?

Vacation Village in the Berkshires, located 13 mi (21 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 Hotel Downstreet, Ascend Hotel Collection 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 Wahconah Falls State Park, Mount Greylock State Reservation Visitor Center, and Swift River. You'll also find Mount Greylock and Barrington Stage Company 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.