Find hotels in Windsor, MA from SAR 225
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Compare 935 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Blooming Inn
Blooming Inn
9.2 out of 10, Wonderful, (79)
The price is SAR 295
SAR 476 total
includes taxes & fees
21 Mar - 22 Mar

UU Rowe Camp and Conference Center
UU Rowe Camp and Conference Center
The price is SAR 559
SAR 591 total
includes taxes & fees
15 Mar - 16 Mar

Becket Motel
Becket Motel
6.6 out of 10, (55)
The price is SAR 356
SAR 524 total
includes taxes & fees
16 Mar - 17 Mar

Blue Vista Motor Lodge
Blue Vista Motor Lodge
9.8 out of 10, Exceptional, (165)
The price is SAR 591
SAR 624 total
includes taxes & fees
16 Mar - 17 Mar

The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
8.8 out of 10, Excellent, (128)
The price is SAR 652
SAR 728 total
includes taxes & fees
16 Mar - 17 Mar

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
8.8 out of 10, Excellent, (1001)
The price is SAR 443
SAR 495 total
includes taxes & fees
16 Mar - 17 Mar
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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More cheap stays in Windsor
More cheap stays in Windsor

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
The price is SAR 316 per night from Mar 25 to Mar 26
SAR 316
SAR 353 total
includes taxes & fees
25 Mar - 26 Mar
9/10 Wonderful! (1,001 reviews)
Recent reviews of Windsor hotels
Recent reviews of Windsor hotels

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
Great Stay After or Before Shredding the Gnar!
"We came to shred the gnar at the Bousquet ski area down the block. This property is extremely convenient for such an endeavor. Check in was easy. There was exquisite artwork depicting the authentic Berkshire skiing experience in the room. The breakfast was radical. Eggs and sausages and muffins and pastries and excellent coffee. Only issue was that upon arrival we learned that the hot tub and pool were closed for renovations. This was quite unfortunate as we were excited to take some laps in the pool and rejuvenate our tired bodies in the hot tub after a day of shredding so much gnar. "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 19 hours ago
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Stay near popular Windsor attractions
- Hotels near Tanglewood Music Center
- Hotels near Jiminy Peak Mountain Resort
- Hotels near National Shrine of the Divine Mercy
- Hotels near Green Mountain National Forest
- Hotels near Williams College
- Hotels near Massachusetts Museum of Contemporary Art
- Hotels near Berkshire East Ski Resort
- Hotels near The Clark Art Institute
- Hotels near Norman Rockwell Museum
- Hotels near Mount Greylock
- Hotels near Lee Premium Outlets
- Hotels near Bousquet Ski Area
- Hotels near Jacob's Pillow
- Hotels near The Mount
- Hotels near Naumkeag Museum
- Hotels near Mount Greylock State Reservation Visitor Center
- Hotels near Hancock Shaker Village
- Hotels near Shakespeare and Company
- Hotels near Berkshire Botanical Garden
- Hotels near Berkshire Museum
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