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Compare 852 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1001)
The price is SAR 411
SAR 459 total
includes taxes & fees
29 Jum. I - 30 Jum. I
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.8 out of 10, Excellent, (311)
The price is SAR 619
SAR 766 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Life House Berkshires
Life House Berkshires
9.0 out of 10, Wonderful, (244)
The price is SAR 413
SAR 461 total
includes taxes & fees
28 Jum. I - 29 Jum. I
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Hotel On North
Hotel On North
9.6 out of 10, Exceptional, (586)
The price is SAR 634
SAR 708 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (857)
The price is SAR 596
SAR 654 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 out of 10, Wonderful, (510)
The price is SAR 570
SAR 637 total
includes taxes & fees
30 Jum. I - 31 Jum. I
The Williams Inn
The Williams Inn
9.6 out of 10, Exceptional, (294)
The price is SAR 1,009
SAR 1,127 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1000)
The price is SAR 507
SAR 566 total
includes taxes & fees
30 Jum. I - 31 Jum. I
Hotel Downstreet
Hotel Downstreet
8.6 out of 10, Excellent, (923)
The price is SAR 559
SAR 624 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & Suites
8.4 out of 10, Very Good, (945)
The price is SAR 379
SAR 424 total
includes taxes & fees
29 Jum. I - 30 Jum. I
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
7.8 out of 10, Good, (580)
The price is SAR 379
SAR 423 total
includes taxes & fees
29 Jum. I - 30 Jum. I
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (270)
The price is SAR 604
SAR 674 total
includes taxes & fees
5 Jum. II - 6 Jum. II
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
8.8 out of 10, Excellent, (103)
The price is SAR 820
SAR 916 total
includes taxes & fees
5 Jum. II - 6 Jum. II
Berkshire Inn
Berkshire Inn
7.6 out of 10, Good, (661)
The price is SAR 338
SAR 377 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Berkshire Valley Inn
Berkshire Valley Inn
9.0 out of 10, Wonderful, (502)
The price is SAR 615
SAR 675 total
includes taxes & fees
24 Jum. I - 25 Jum. I
FairBridge Inn Express
FairBridge Inn Express
5.2 out of 10, (554)
The price is SAR 296
SAR 331 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Wagon Wheel Inn
Wagon Wheel Inn
7.2 out of 10, Good, (546)
The price is SAR 371
SAR 415 total
includes taxes & fees
26 Jum. I - 27 Jum. I
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (610)
The price is SAR 296
SAR 331 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Stay Berkshires
Stay Berkshires
8.4 out of 10, Very Good, (336)
The price is SAR 600
SAR 671 total
includes taxes & fees
3 Jum. II - 4 Jum. II
Willows Motel Williamstown
Willows Motel Williamstown
8.8 out of 10, Excellent, (795)
The price is SAR 296
SAR 331 total
includes taxes & fees
28 Jum. I - 29 Jum. I
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.
More cheap stays in Windsor
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is SAR88 per night from May 27 to May 28
SAR88
per night
May 27 - May 28
7.6/10 Good! (609 reviews)
Frequently asked questions
Recent reviews of Windsor hotelsExpedia verified reviews
5/5 Excellent
"😊"
A verified traveler stayed at The Lenox Collection
Posted 2 days ago
Stay near popular Windsor attractions
- Tanglewood Music Center
- Jiminy Peak Mountain Resort
- Williams College
- National Shrine of the Divine Mercy
- Massachusetts Museum of Contemporary Art
- Norman Rockwell Museum
- Lee Premium Outlets
- Jacob's Pillow
- Mount Greylock
- The Clark Art Institute
- The Mount
- Bousquet Ski Area
- Berkshire East Ski Resort
- Mohawk Trail State Forest
- Mount Greylock State Reservation Visitor Center
- Hancock Shaker Village
- Shakespeare and Company
- Ventfort Hall Mansion and Gilded Age Museum
- Colonial Theater
- Bridge of Flowers
Hotels near Windsor Airports
Windsor Hotels by Brand
Other Hotels near Windsor, Massachusetts
- Upstate New York Hotels
- Lenox Hotels
- Northampton Hotels
- The Berkshires Hotels
- Pittsfield Hotels
- Hudson Valley Hotels
- Great Barrington Hotels
- Williamstown Hotels
- Stockbridge Hotels
- Lee Hotels
- Bennington Hotels
- North Adams Hotels
- Greenfield Hotels
- Westfield Hotels
- Appalachian Mountains Hotels
- Hancock Hotels
- Deerfield Hotels
- Western Massachusetts Hotels
- West Stockbridge Hotels
- Otis Hotels
Explore more hotels
- Best Western Plus Berkshire Hills Inn & Suites
- The Williams Inn
- Berkshire Mountain Lodge
- Hampton Inn & Suites Berkshires-Lenox
- Courtyard by Marriott Lenox Berkshires
- Club Wyndham Bentley Brook
- Fairfield Inn & Suites by Marriott Williamstown
- Hilton Garden Inn Lenox Pittsfield
- Berkshire Inn
- The Cornell Inn, Lenox
- The Villager Motel
- Apple Tree Inn