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Our top choices for Windsor hotels

Blue Vista Motor Lodge
Blue Vista Motor LodgeNorth Adams
9.8 out of 10, Exceptional, (198 reviews)
The price is AU$280
includes taxes & fees
26 Jan - 27 Jan

The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCANorth Adams
9.4 out of 10, Exceptional, (452 reviews)
The price is AU$286
includes taxes & fees
27 Jan - 28 Jan

Harbour House Inn
Harbour House InnCheshire
9.4 out of 10, Exceptional, (53 reviews)
The price is AU$338
includes taxes & fees
26 Jan - 27 Jan

Inn at Kenmore Hall
Inn at Kenmore HallRichmond
10.0 out of 10, Exceptional, (27 reviews)
The price is AU$937
includes taxes & fees
23 Jan - 24 Jan

The Central Downtown Inn & Suites
The Central Downtown Inn & SuitesPittsfield
8.6 out of 10, Excellent, (354 reviews)
The price is AU$156
includes taxes & fees
8 Feb - 9 Feb

The Trail in Adams - Berkshires’ Art Hotel
The Trail in Adams - Berkshires’ Art HotelAdams
9.0 out of 10, Wonderful, (144 reviews)
The price is AU$288
includes taxes & fees
24 Jan - 25 Jan

Hampton Terrace Inn
Hampton Terrace InnLenox
9.0 out of 10, Wonderful, (43 reviews)
The price is AU$400
includes taxes & fees
3 Feb - 4 Feb

Berkshire Inn
Berkshire InnPittsfield
7.8 out of 10, Good, (841 reviews)
The price is AU$136
includes taxes & fees
29 Jan - 30 Jan

The Revival House
The Revival HouseAdams
9.0 out of 10, Wonderful, (25 reviews)
The price is AU$249
includes taxes & fees
24 Jan - 25 Jan

Jiminy Peak Mountain Resort
Jiminy Peak Mountain ResortHancock
8.2 out of 10, Very good, (989 reviews)
The price is AU$363
includes taxes & fees
25 Jan - 26 Jan

FairBridge Inn Express
FairBridge Inn ExpressPittsfield
5.4 out of 10, (811 reviews)
The price is AU$133
includes taxes & fees
4 Feb - 5 Feb

Gateways Inn & Restaurant
Gateways Inn & RestaurantLenox
8.0 out of 10, Very good, (197 reviews)
The price is AU$313
includes taxes & fees
6 Feb - 7 Feb

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham LenoxLenox
7.6 out of 10, Good, (829 reviews)
The price is AU$131
includes taxes & fees
23 Jan - 24 Jan

Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox PittsfieldPittsfield
9.2 out of 10, Wonderful, (663 reviews)
The price is AU$212
includes taxes & fees
24 Jan - 25 Jan

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHGPittsfield
8.0 out of 10, Very good, (1,001 reviews)
The price is AU$163
includes taxes & fees
23 Jan - 24 Jan

The Whitlock
The WhitlockLenox
8.6 out of 10, Excellent, (286 reviews)
The price is AU$207
includes taxes & fees
25 Jan - 26 Jan

Inn at Silver Maple Farm
Inn at Silver Maple FarmEast Chatham
9.8 out of 10, Exceptional, (100 reviews)
The price is AU$215
includes taxes & fees
25 Jan - 26 Jan

Best Western Plus Berkshire Hills Inn & Suites
Best Western Plus Berkshire Hills Inn & SuitesPittsfield
8.6 out of 10, Excellent, (1,005 reviews)
The price is AU$156
includes taxes & fees
25 Jan - 26 Jan

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Holiday Inn Express & Suites Pittsfield - Berkshires by IHGPittsfield
9.4 out of 10, Exceptional, (74 reviews)
The price is AU$211
includes taxes & fees
29 Jan - 30 Jan
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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Top Windsor Hotel Reviews
Recent Reviews in Windsor

Best Western Plus Berkshire Hills Inn & Suites
10/10 Excellent
More cheap accommodation in Windsor

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
The price is AU$131 per night from 23 Jan to 24 Jan
AU$131
23 Jan - 24 Jan
includes taxes & fees
7.4/10 Good! (828 reviews)
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