Windsor Hotels
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Our top choices for Windsor hotels

The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
9.0 out of 10, Wonderful, (1010)
The price is P7,643
P8,537 total
includes taxes & fees
Sep 18 - Sep 19

The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
9.0 out of 10, Wonderful, (1000)
The price is P7,233
P8,080 total
includes taxes & fees
Sep 1 - Sep 2

Berkshires Untold
Berkshires Untold
9.0 out of 10, Wonderful, (687)
The price is P9,131
P10,199 total
includes taxes & fees
Aug 26 - Aug 27

Vacation Village in the Berkshires
Vacation Village in the Berkshires
8.6 out of 10, Excellent, (1959)
The price is P6,174
P7,521 total
includes taxes & fees
Aug 27 - Aug 28

Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
8.8 out of 10, Excellent, (1000)
The price is P8,669
P9,683 total
includes taxes & fees
Aug 24 - Aug 25

The Cornell Inn, Lenox & The Berkshires
The Cornell Inn, Lenox & The Berkshires
9.0 out of 10, Wonderful, (1000)
The price is P7,277
P10,357 total
includes taxes & fees
Sep 2 - Sep 3
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

The Black Swan Lee - Lenox, Ascend Hotel Collection
10/10 Excellent
More cheap stays in Windsor
More cheap stays in Windsor

FairBridge Inn Express
16 Cheshire Road, Pittsfield, MA
The price is P4,052 per night from Sep 2 to Sep 3
P4,052
P4,527 total
Sep 2 - Sep 3
includes taxes & fees
5.2/10 (767 reviews)
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