The Herwood Inn

Each of the four suites at this Woodstock inn is named for a rock and roll matriarch, so you're essentially choosing between Aretha, Carole, Joni, and Stevie. It's a small, sustainably minded boutique hotel with clawfoot tubs, wood-paneled bathrooms, and private patios throughout. Bikes and a hot tub are shared by all guests. Two suites welcome dogs, which feels on-brand for a place that already has strong opinions about who deserves to be on the walls.