The Boston Post Road Historic District encompasses a portion of the historic roadway known as the Boston Post Road, which ran Boston, Massachusetts to Albany, New York. The surviving alignment in Weston, Massachusetts extends along the entire length of United States Route 20, except for a bypassed section that passes through the town's village center. The 3.5 miles (5.6 km) of roadway retains much of the generally rural appearance it had during the late colonial period, and the town center retains significant elements of historic character as well. The district was added to the National Register of Historic Places in 1983.