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.