The Berkshires of western Massachusetts make up some of the roughest and most spectacular terrain in southern New England, offering some fine skiing and riding. Multiple resorts comprise the region, including Jiminy Peak, Berkshire East, Ski Butternut, Catamount, Otis Ridge and Ski Bousquet. When the lifts aren’t spinning, resort activities include mountain biking, hiking, adventure parks and more.

Mount Greylock, 3,491 feet above sea level, is the highest peak in the state and offers more than 70 miles of trails, including 11.5 miles of the Appalachian Trail. A number of rivers in the region deliver whitewater-rafting opportunities with a choice between making your way down the Kennebec, Deerfield, Millers or West Rivers. Other summer activities include golfing, horseback riding and fishing.

Best Berkshires Hotels

Reception/Dining Area at the Briarcliff Motel
506 Stockbridge Rd. Great Barrington, 1230
* Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.
The Silvanus Lodge
9350 Route 22 Hillsdale, 12529
* Prices above are provided by partners for one room, double occupancy and do not include all taxes and fees. Please see our partners for full details.

All Berkshires Hotels

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