Find hotels in Windsor, MA from AED88
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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 AED 403
AED 450 total
includes taxes & fees
29 May - 30 May
Berkshire Mountain Lodge
Berkshire Mountain Lodge
8.8 out of 10, Excellent, (311)
The price is AED 606
AED 750 total
includes taxes & fees
27 May - 28 May
Life House Berkshires
Life House Berkshires
9.0 out of 10, Wonderful, (245)
The price is AED 404
AED 451 total
includes taxes & fees
28 May - 29 May
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Hotel On North
Hotel On North
9.6 out of 10, Exceptional, (586)
The price is AED 621
AED 693 total
includes taxes & fees
27 May - 28 May
Jiminy Peak Mountain Resort
Jiminy Peak Mountain Resort
8.2 out of 10, Very Good, (857)
The price is AED 584
AED 641 total
includes taxes & fees
27 May - 28 May
Courtyard by Marriott Lenox Berkshires
Courtyard by Marriott Lenox Berkshires
9.2 out of 10, Wonderful, (510)
The price is AED 591
AED 661 total
includes taxes & fees
27 May - 28 May
The Williams Inn
The Williams Inn
9.6 out of 10, Exceptional, (294)
The price is AED 988
AED 1,104 total
includes taxes & fees
27 May - 28 May
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
9.2 out of 10, Wonderful, (1000)
The price is AED 496
AED 554 total
includes taxes & fees
30 May - 31 May
Hotel Downstreet
Hotel Downstreet
8.6 out of 10, Excellent, (923)
The price is AED 547
AED 611 total
includes taxes & fees
27 May - 28 May
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 AED 372
AED 415 total
includes taxes & fees
30 May - 31 May
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 AED 371
AED 414 total
includes taxes & fees
29 May - 30 May
Fairfield Inn & Suites by Marriott Williamstown
Fairfield Inn & Suites by Marriott Williamstown
8.8 out of 10, Excellent, (270)
The price is AED 591
AED 661 total
includes taxes & fees
27 May - 28 May
The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art Hotel
8.8 out of 10, Excellent, (103)
The price is AED 803
AED 897 total
includes taxes & fees
27 May - 28 May
Berkshire Inn
Berkshire Inn
7.6 out of 10, Good, (661)
The price is AED 331
AED 369 total
includes taxes & fees
27 May - 28 May
Berkshire Valley Inn
Berkshire Valley Inn
9.0 out of 10, Wonderful, (502)
The price is AED 602
AED 661 total
includes taxes & fees
26 May - 27 May
FairBridge Inn Express
FairBridge Inn Express
5.2 out of 10, (554)
The price is AED 290
AED 324 total
includes taxes & fees
26 May - 27 May
Wagon Wheel Inn
Wagon Wheel Inn
7.2 out of 10, Good, (546)
The price is AED 364
AED 406 total
includes taxes & fees
26 May - 27 May
Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
7.6 out of 10, Good, (610)
The price is AED 290
AED 324 total
includes taxes & fees
27 May - 28 May
Stay Berkshires
Stay Berkshires
8.4 out of 10, Very Good, (336)
The price is AED 588
AED 657 total
includes taxes & fees
27 May - 28 May
Willows Motel Williamstown
Willows Motel Williamstown
8.8 out of 10, Excellent, (795)
The price is AED 290
AED 324 total
includes taxes & fees
27 May - 28 May
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 AED88 per night from May 27 to May 28
AED88
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
"Nice & quiet property. Will love the food at the restaurant, JAE.
"
A verified traveler stayed at Hilton Garden Inn Lenox Pittsfield
Posted 1 day 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