In The Berkshires, Massachusetts, drive down roads framed by thick, multicoloured woods, explore giant white-washed mansions surrounded by endless fields and groves and sip cold brews at independent coffee shops with a backdrop of rolling, cloud-topped hills. Long sought out by eminent writers and jaded New Yorkers as a rustic base, this rural region has the ingredients for an all-American hideout.

The Berkshires is a rural region in the mountains of western Massachusetts dotted with villages and towns. A popular vacation destination, it’s known for outdoor activities, fall foliage–viewing, a farm-to-table food scene and thriving arts institutions. Renowned annual festivals include the Boston Symphony Orchestra’s residency at Lenox’s Tanglewood Music Center.