Between Great Barrington and the Connecticut state line, US-7 winds through Sheffield and is lined by dozens of antique stores, earning this stretch the nickname Antique Alley. Sheffield also has a faded gray covered bridge, just 100 yards east of US-7 on the north side of town. At the south edge of Sheffield, just west of US-7 off Weatogue Road, the natural rock garden of Bartholomew’s Cobble rises up above the west bank of the Housatonic River.
Geology and weather have conspired to produce an outstanding diversity of plants and birds—more than 700 species, including beautiful wildflowers—within a relatively small pocket of fern-covered limestone outcrops and broad meadows. At the center of the 300-acre reserve, a very pleasant walk up Hulburt’s Hill gives a broad view over the surrounding Berkshire scene.