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Vacation Homes in Windsor
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
Sherwood Forest
10.0 out of 10, Exceptional, (4)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is SAR 547
SAR 1,416 total
includes taxes & fees
15 Dec - 16 Dec
Florida Mountain Log Cabin
Florida
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
Tristan e.
The price is SAR 690
SAR 1,272 total
includes taxes & fees
3 Dec - 4 Dec
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Sherwood Forest
9.6 out of 10, Exceptional, (10)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
James D.
The price is SAR 601
SAR 1,472 total
includes taxes & fees
15 Dec - 16 Dec
Couples 2 Bedroom Retreat-Close to Shelburne Falls
Colrain
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
KayKay S.
The price is SAR 604
SAR 1,354 total
includes taxes & fees
3 Dec - 4 Dec
FaLL Western Mass Getaway-Airhockey-Firepit
Colrain
9.8 out of 10, Exceptional, (38)
"Great place and convenient to get to and from Berkshire East."
Jeffrey B.
The price is SAR 1,032
SAR 2,364 total
includes taxes & fees
3 Dec - 4 Dec
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
Whitingham
10.0 out of 10, Exceptional, (14)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
Jacklyn D.
The price is SAR 829
SAR 1,992 total
includes taxes & fees
9 Dec - 10 Dec
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
8.8 out of 10, Excellent, (20)
"It was great - just what we were looking for. "
Kaye S.
The price is SAR 507
SAR 1,396 total
includes taxes & fees
3 Dec - 4 Dec
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
Ann C.
The price is SAR 1,010
SAR 1,849 total
includes taxes & fees
4 Dec - 5 Dec
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
Hotel Downstreet, an Ascend Collection Hotel
10/10 Excellent
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