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.
To find the Dream Away Lodge—an eccentric, roadhouse-like restaurant I’d heard whispers about for years—we blind-trusted our GPS to lead us deep into the western Massachusetts woods, down dark lanes where gnarled limbs from tall trees reach to grab at low-floating headlights. The place has long attracted mountain beatniks seeking folk-music hootenannies in its wood-paneled den and enclosed porch, but current owner Daniel Osman, a former theater artist with ties to the Radical Faeries, a global gay-hippies collective, has painted yet another layer onto its long history.