Massachusetts is a year round destination and has skiing in winter, spring and summer concerts, adventure parks, hiking and fall foliage for your family vacations. We have luxury accommodations at Wyndham Bentley Brook and Vacation Village in the Berkshires available. Both resorts are located in Hancock, closeby are Tanglewood, home of the Boston Symphony.

Wyndham Bentley Brook – Ski-In/Ski-Wyndham Bentley BrookOut Plus Year-Round Mountainside Fun. Wyndham Bentley Brook is situated right at the base of Jimmy Peak Ski Mountain, making this resort an exceptional choice for mountainside play. In winter, ski out your door and onto the lifts; in spring, summer and fall, enjoy hiking, horseback riding, Tanglewood concerts and brilliant foliage. Then return to your beautiful resort, filled with delightful amenities and activities.

Vacation Village in Berkshires Vacation Village in the Berkshires –  you can soak in the charm of a bygone era while visiting the grounds and stately homes of legendary American figures. Appreciate the arts the area affords; music, dance, theater and more. Virtually every corner of the Berkshires belies culturally rich history that is sure to leave your senses reeling! The scenic hills, trails, lakes and rivers of the Berkshires beckon those who enjoy an active lifestyle. Biking and hiking, running and riding and skiing and skating are just a sampling of the exhilarating sporting activities that this region offers its visitors year round. There’s also tennis, swimming, fishing and even a world-class spa!