| Name | Styles | Significance | Periods |
|---|
Elm Court (Stockbridge St.) | Shingle Style, Tudor Revival | agriculture, politics, government, community planning and development, architecture, commerce | 1925-1949, 1900-1924, 1875-1899 |
Elm- Maple- South Streets Historic District (2 Depot St., 2-14 Elm St., 1-2 Laurel Ln., 1-4 Maple St., 1-11 South St.) | Federal, Greek Revival | art, architecture, transportation, community planning and development, commerce | 1950-1974, 1900-1924, 1875-1899, 1925-1949, 1850-1874, 1750-1799, 1800-1824, 1825-1849 |
Glendale Power House (MA 183) | No Style Listed | engineering, industry | 1900-1924 |
Main Street Historic District (1-57 Main St., 1-2 Pine St., 2 Sergeant St.) | Federal, Georgian | architecture, community planning and development | 1950-1974, 1850-1874, 1800-1824, 1875-1899, 1925-1949, 1700-1749, 1750-1799, 1825-1849, 1900-1924 |
Old Curtisville Historic District (N of Stockbridge on MA 183) | Federal, Second Empire, Greek Revival | architecture, industry | 1825-1849, 1800-1824 |
Shadow Brook Farm Historic District (Lenox West Rd., MA 183 near Bucks Ln.) | Tudor Revival | agriculture, architecture, entertainment, recreation, community planning and development | 1875-1899, 1925-1949, 1900-1924 |
Stockbridge Casino (E. Main St. at Yale Hill Rd.) | Queen Anne | art, performing arts, architecture | 1925-1949, 1875-1899 |
Villa Virginia (Ice Glen Rd.) | Renaissance | architecture, landscape architecture | 1900-1924 |