Tucked into the rolling hills of Great Barrington, The Turning Point has been welcoming travelers for more than two centuries. In the 1800s, stagecoaches once paused here—horses rested, stories were traded, and journeys quietly shifted direction. That spirit of arrival still lingers.
Now spanning 3,600 square feet, this historic Berkshire retreat has lived many lives: a bustling inn, a beloved home, a place where people gathered, stayed a while, and never quite forgot how it made them feel. With 7 bedrooms and 6.5 baths, the house unfolds with an ease that invites connection and retreat in equal measure.
The bones are here—wide-plank floors, glowing fireplaces, generous rooms, and a layout designed for connection. What it needs is someone who sees beyond what it is today and imagines what it could become: a reimagined retreat, an inspired boutique inn, a creative sanctuary, or a legacy home filled with future stories. Just moments from Butternut Basin and minutes to downtown Great Barrington, this is more than a propertyit’s an invitation to create something extraordinary.