There’s never a wrong time of year to visit the Berkshires, the mountainous stretch of western Massachusetts located just 140 miles north of New York City. You can thank the fall’s vibrant display of foliage, summer’s Tanglewood music festival that draws crowds from all over the world, and a steady tide of new hotel openings to take advantage of as cozy winter getaways and for ski season. The region also has strong roots as an artists community, with a robust community of galleries, independent boutiques, and museums. And for city dwellers looking to stretch their legs, the Berkshires is also home to scenic hiking trails and winter slopes for every activity and ability level.