It grew as a collection of dispersed farm properties through the 18th century, and in 1791 a common area, part of which survives as the town green, was set aside.

Growth of the town center was modest, because it was bypassed by major transportation routes.

[3] The Orange Congregational Church, designed by David Hoadley and built in 1810 on the town green, is a centerpiece of the district.

[4] The district also includes the Stone-Otis House (Federal with Greek revival portico), built circa 1830 (now a museum) and The Academy, a schoolhouse built in 1878 with stick style elements, including an elaborate gable screen, also now a museum.

[4] The district includes examples of Greek Revival, Late Victorian, and Federal architecture.