Find Your Perfect Bed-and-Breakfast | Berkshires Award-Winners
Yankee editors share some of their favorite picks for kicking back at a bed-and-breakfast, Berkshires–style.
Devonfield Inn, Lee | Berkshires Bed-and-Breakfasts
Credit: Courtesy of Devonfield InnAward-Winning Berkshires Bed-and-Breakfasts
Northern Berkshires B&Bs
The Blackinton Manor | North Adams
Local mill owner Sanford Blackinton spared no expense when he built this Italianate Federal mansion in 1832. Its elegance is undiminished today as a country inn that treats guests to three-course gourmet breakfasts, a wine and cheese reception, and a choice of five refined rooms with lovely window views (including the dog-friendly Carriage Room, with easy outdoor access). Among the other amenities are a pool, gardens, and a cozy living room with fireplace.
The Guest House at Field Farm | Berkshires Bed-and-Breakfasts
Credit: Jumping Rock/The Trustees of ReservationsCredit: Jumping Rock/The Trustees of Reservations
The Guest House at Field Farm | Williamstown
Owned by the Trustees of Reservations, this 1948 Bauhaus-inspired private home filled with classic modern furnishings could have easily become a museum. Instead, it’s a six-room guest house, with ample public areas for lounging, great views of Mount Greylock, and a full country breakfast each morning. Four miles of hiking trails are a bonus.
Topia Inn, Adams | Berkshires Bed-and-Breakfasts
Credit: Courtesy of the Topia InnCredit: Courtesy of the Topia Inn
Topia Inn | Adams
The beauty and comfort of this solar- and biodiesel-powered B&B is proof positive that reducing the carbon footprint of your travels doesn’t require sacrificing luxury. Nine artist-designed rooms, unique in their exotic motifs, have been furnished exclusively with inert and organic materials. Just minutes from Mass MoCA, the Topia Inn is situated at the base of Mount Greylock next to the Ashuwillticook Rail Trail.
Harbour House Inn
Credit: Courtesy of Harbour House InnCredit: Courtesy of Harbour House Inn
Harbour House Inn | Cheshire
What began in 1793 as a big tavern and farmhouse is now a romantic country manor with six attractive guest rooms over three floors. But its heart is the common space running the full length of the house, from the music room’s baby grand piano right through to the dining room’s table for 12. The owners are longtime Berkshire residents who can point you to all the best local attractions and dining spots.
Central Berkshires B&Bs

The Garden Gables Inn, Lenox | Berkshires Bed-and-Breakfasts
Credit: Courtesy of the Garden Gables Inn






Check out Pleasant and Main cafe in Housatonic (Great Barrington), great breakfast and atmosphere !
Check out The Windflower Inn, the number 1 ranked b and b in great Barrington according to Trip Advisor.