You Belong Here

Weekend in the Berkshires

Thinking about a weekend visit from New York City (NYC) to the Berkshires? The Trustees invites you to 14 special places to help you refresh your mind and spirit.

Thinking about escaping New York City (NYC) to head to the Berkshires? From Williamstown to Sheffield, The Trustees invites you to visit 14 special places in the Berkshires. A weekend spent visiting any, or all of them is sure to help you refresh your mind and spirit.

Welcome to the Berkshires: You Belong Here


Do you have the American Wing of the Met memorized? Then you’ll want to visit Naumkeag in Stockbridge, a Gilded Age cottage with lush grounds designed by Fletcher Steele that will truly lead you down the garden path.

Monument Mountain

Are you the person on the subway escalator that breezes by everyone standing on the right? Then trails and views on Monument Mountain will challenge even the most experienced uptown hikers.

naumkeag peony


Monument Mountain

Bartholomew’s Cobble

Are you always looking up in awe at the stone architecture of Manhattan? Then the spectacular geological sights at Bartholomew’s Cobble might be just the thing for you.

The Guest House at Field Farm

If these options sound like the makings of a great adventure, come stay with us, and discover the Berkshires all over again. Book your stay in The Guest House at Field Farm in Williamstown, MA, an authentic mid-century-modern Bed & Breakfast.

Bartholomew's Cobble

The Guest House at Field Farm

Explore a sample itinerary for an entire weekend in the Berkshires featuring Massachusetts history, scenic vistas, and a cozy inn.

Weekend Itinerary



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