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Compare 36 Resorts in Lenox with updated reviews, rates, and availability.

Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
Bentley Brook: Ultimate Ski-In Ski-Out -Crazy
9.6 out of 10, Exceptional, (4)

Jiminy Premier Ski-In/Ski-Out Resort Bentley B
Jiminy Premier Ski-In/Ski-Out Resort Bentley B
10.0 out of 10, Exceptional, (2)

Pres Week- Bentley Brook Resort - Your Peak Winter Escape
Pres Week- Bentley Brook Resort - Your Peak Winter Escape
9.6 out of 10, Exceptional, (4)

Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
Charming 1 Bedroom - 4 Star Resort w/ heated pool, gym, wi-fi, lot's more!
10.0 out of 10, Exceptional, (1)

Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out
Bentley Brook at Jiminy Peak - 2 Bedroom - ski in/out

SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
SKI IN AND OUT Cozy Cabin on resort property with heated pool in Berkshires!
9.6 out of 10, Exceptional, (16)

In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
In the HEART of JIMINY PEAK MOUNTAIN RESORT slope side, shopping restaurants
8.8 out of 10, Excellent, (9)

All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
All Season Adventures, Ski In/Ski Out, Wyndham Bentley Brook 2 Bedroom Dlx.
9.8 out of 10, Exceptional, (38)
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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Other property types in Lenox

The Ponds at Foxhollow
The Ponds at Foxhollow
8.6 out of 10, Excellent, (120)

Private Access To Laurel Lake, Enjoy Lake Life
Private Access To Laurel Lake, Enjoy Lake Life
10.0 out of 10, Exceptional, (14)

Laurel Lake Luxury 4BR, 4.5 Bath, Ranch on Fox Hollow Estate
Laurel Lake Luxury 4BR, 4.5 Bath, Ranch on Fox Hollow Estate
10.0 out of 10, Exceptional, (1)
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.
Recent reviews of Lenox hotels
Recent reviews of Lenox hotels

The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"They upgraded our room when they found out it was our wedding night. Everything was so nice, the room was extremely clean and beautiful "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 1 day ago