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1900s (20th Century) Maps of Winchester, Massachusetts

Explore 20 historic maps of Winchester from the 1900s (20th Century). These maps offer a rare glimpse into what life looked like during the 1900s — showing old roads, neighborhoods, homes, and landmarks that have changed or disappeared over time.

Whether you're researching your family's past, planning a metal detecting trip, or studying how Winchester's landscape evolved across the 1900s, these high-resolution maps are a powerful tool for exploring the history of this region.

  • Focus on a specific era: All maps on this page are from the 1900s, giving you a focused view of this time period.
  • See what’s changed: Compare century-old streets, trails, and buildings to today's modern landscape using overlays and satellite layers.
  • Research with precision: Use these maps for genealogy, historical research, land use analysis, or educational projects.
  • View, download, or print: Maps are fully viewable online in high resolution, and can be downloaded or printed for your own records.

Start exploring Winchester's history through authentic maps from the 1900s. This is your window into the past.

Winchester, MA maps

(20)
  1. 1903 Map of Boston
    1903 Map of Boston
    1903 Boston
    1903 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
    14 unique versions available
  4. 1943 Map of Boston
    1943 Map of Boston
    1943 Boston
    1943 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
  7. 1943 Map of Boston North
    1943 Map of Boston North
    1943 Boston North
    1943 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
  10. 1944 Map of Lexington
    1944 Map of Lexington
    1944 Lexington
    1944 Print · USGS
    Covers Winchester, including Cambridge, Somerville, and other nearby areas
  13. 1946 Map of Lexington
    1946 Map of Lexington
    1946 Lexington
    1946 Print · USGS
    Covers Winchester, including Cambridge, Somerville, and other nearby areas
    3 unique versions available
  16. 1946 Map of Boston North
    1946 Map of Boston North
    1946 Boston North
    1946 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
    2 unique versions available
  19. 1948 Map of Boston
    1948 Map of Boston
    1948 Boston
    1948 Print · USGS
    Covers Winchester, including Boston, Worcester, and other nearby areas
    2 unique versions available
  22. 1949 Map of Boston North, 1957 Print
    1949 Map of Boston North, 1957 Print
    1949 Boston North
    1957 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
  25. 1956 Map of Lexington
    1956 Map of Lexington
    1956 Lexington
    1956 Print · USGS
    Covers Winchester, including Cambridge, Somerville, and other nearby areas
    3 unique versions available
  28. 1956 Map of Boston North, 1958 Print
    1956 Map of Boston North, 1958 Print
    1956 Boston North
    1958 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
    3 unique versions available
  31. 1956 Map of Boston, 1967 Print
    1956 Map of Boston, 1967 Print
    1956 Boston
    1967 Print · USGS
    Covers Winchester, including Boston, Worcester, and other nearby areas
    6 unique versions available
  34. 1958 Map of Boston
    1958 Map of Boston
    1958 Boston
    1958 Print · USGS
    Covers Winchester, including Boston, Worcester, and other nearby areas
    2 unique versions available
  37. 1961 Map of Boston
    1961 Map of Boston
    1961 Boston
    1961 Print · USGS
    Covers Winchester, including Boston, Worcester, and other nearby areas
    2 unique versions available
  40. 1971 Map of Boston North, 1973 Print
    1971 Map of Boston North, 1973 Print
    1971 Boston North
    1973 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
    2 unique versions available
  43. 1971 Map of Lexington, 1973 Print
    1971 Map of Lexington, 1973 Print
    1971 Lexington
    1973 Print · USGS
    Covers Winchester, including Cambridge, Somerville, and other nearby areas
    2 unique versions available
  46. 1977 Map of Boston North, 1980 Print
    1977 Map of Boston North, 1980 Print
    1977 Boston North
    1980 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
  49. 1977 Map of Lexington, 1980 Print
    1977 Map of Lexington, 1980 Print
    1977 Lexington
    1980 Print · USGS
    Covers Winchester, including Cambridge, Somerville, and other nearby areas
  52. 1985 Map of Boston, 1986 Print
    1985 Map of Boston, 1986 Print
    1985 Boston
    1986 Print · USGS
    Covers Winchester, including Boston, Worcester, and other nearby areas
  55. 1985 Map of Boston North, 1986 Print
    1985 Map of Boston North, 1986 Print
    1985 Boston North
    1986 Print · USGS
    Covers Winchester, including Boston, Cambridge, and other nearby areas
    3 unique versions available
  58. 1989 Map of Boston
    1989 Map of Boston
    1989 Boston
    1989 Print · USGS
    Covers Winchester, including Boston, Worcester, and other nearby areas
    2 unique versions available
End of results
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Frequently asked questions

  • What are the different types of historical maps available for Winchester?
  • What is the oldest map of Winchester?
  • Where can I purchase historical maps of Winchester for my home or office?
  • Where can I download high-res historical maps of Winchester?
  • Are there historical topographic maps available for Winchester?
  • Is there historical aerial imagery available for Winchester?
  • Where are historical maps of Winchester sourced from?