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The Berkshires aerial view

The Berkshires, United States

In the wooded hills of western Massachusetts, the Berkshires combine New England villages, Gilded Age summer estates and a season led by the Boston Symphony Orchestra at Tanglewood. Art lovers come for the Clark, MASS MoCA and the Norman Rockwell Museum, while historic inns and boutique hotels make a base for autumn foliage, theater and skiing.

The Red Lion Inn

A Stockbridge landmark since 1773, painted by Norman Rockwell, with antique-filled rooms in the main inn and village houses, a year-round outdoor pool and Widow Bingham's Tavern.

The Porches Inn at MASS MoCA

A row of restored Victorian mill workers' houses across the street from MASS MoCA in North Adams, with art-forward rooms, a pool, hot tub, sauna and an outdoor firepit.

Hotel on North

A boutique hotel in restored 1880s brick buildings on North Street in downtown Pittsfield, with 45 individually designed rooms and the Rare 297 restaurant and bar.

The Williams Inn

A contemporary, farmhouse-inspired inn at the foot of Spring Street in Williamstown, with 64 rooms, The Barn Kitchen & Bar, and Williams College and the Clark Art Institute nearby.