B&B Pittsfield

Berkshire Mountain Lodge

Elegant Pittsfield Home Near Downtown & Skiing!

Spacious Historic Home in the Berkshires!

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Whistler's Inn

The Inn at Richmond

Dual-Home Berkshire Retreat Sleeps 16

33 Main

Walk to Dining: Downtown Lenox Guest House!

Gateways Inn

Brook Farm Inn

1 Mi to Vineyard: Serene Berkshires Country Escape

Eastgate Inn B&B

Historic New Lebanon Hideaway on 33 Private Acres!

Berkshire Retreat Grand Home with Hot Tub and Large Yard, 5 mins from Jiminy Peak

Cozy stream-side cabin

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4

Ski On Off 1BR Suite 1st Flr Sleeps 4 Jiminy Peak

Deluxe Ski On Off 1BR Suite Sleeps 4 on Jiminy Mtn

Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off

Mountain View Suite on Jiminy Peak Ski On Off -New

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Cozy Cabin in the Berkshire Resort