Leaf-peeping and a thriving farm-to-table food scene (the country’s first CSA sprouted here) lure out-of-towners to the bucolic far western corner of Massachusetts. But the arts have long been their own major draw: Tanglewood, the Clark Art Institute, and the Williamstown Theatre Festival all call the area home, as does MASS MoCA, a popular modern art destination housed in a circa-1800s textile mill in North Adams.
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It’s easy to see why this outcrop of land just an hour’s drive from Melbourne has long been a weekend retreat for the city’s well-heeled residents. Rolling vineyards in its interior give way to seaside villages and sandy shoreline. Travelers can swim with wild dolphins, visit wineries on horseback, or soar above the landscape in a gondola. And with a new flurry of openings, the region has begun to attract global attention. The latest addition is Point Leo Estate on the peninsula’s southernmost point. Set on 330 acres, it combines a tasting room, a 110-seat fine-dining restaurant, and a sculpture park, with more than 50 works by Australian and international artists like George Rickey and Inge King. Its arrival follows the launch of Jackalope, a seductive, art-infused boutique hotel neighboring a working winery. Elsewhere, Peninsula Hot Springs, a day spa set amid geothermal pools, is slated to unveil seven new pools and a new treatment list in 2018. —Carrie Hutchinson