The Sheffield Inn was built by Gilbert Smith in 1848. It soon became a popular boardinghouse known as Orchard Shade. Guests would arrive by horse & buggy or railroad, spending the entire summer, returning year after year. With the advent of the automobile in the early twentieth century, Orchard Shade, still operated by Smith ancestors, became a guest house for those who vacationed for shorter periods of time. Although the twenty-first century brings a new name and new proprietors, the tradition of warmth and elegance continues.

In an atmosphere of calm and seclusion, The Sheffield Inn successfully combines modern, first class amenities with the gracious hospitality and stylish décor normally associated with a bygone era. In subtle fusion of styles both past and present, The Inn is appointed with fine furniture, antiques, oriental rugs, a player grand piano, and six exquisitely furnished guest rooms, distinctive in color and motif.

Guests are invited to explore our ten acres of natural fields and meadows (which attracts a wide array of indigenous birds), swim in the heated pool, or simply relax in a rocker on the veranda.

Ideally located in southwestern Massachusetts, The Sheffield Inn is central to the many attractions of the Berkshires:

• Tanglewood
• Berkshire Opera Company
• Berkshire Theatre Festival
• Barrington Stage Company
• Berkshire Choral Festival
• Jacob's Pillow Dance Festival
• Shakespeare & Company
• Numerous antique shops and auction houses
• The Appalachian Trail
• Bartholomew's Cobble Preserve
• Mount Everett
• The many Nature Conservancy properties
• Butternut and Catamount ski areas