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

Explore 31 historic maps of Chester 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 Chester'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 Chester's history through authentic maps from the 1900s. This is your window into the past.

Chester, MA maps

(31)
  1. 1900 Map of Housatonic
    1900 Map of Housatonic
    1900 Housatonic
    1900 Print · USGS
    The Berkshires and the Housatonic Valley are captured here at a moment of industrial and social transition during the late Victorian era. Genealogists and historians can trace the early rail networks of the Boston and Albany R.R. through old settlements like Shaker Village and Lenox Furnace.
    5 unique versions available
  4. 1901 Map of Holyoke
    1901 Map of Holyoke
    1901 Holyoke
    1901 Print · USGS
    The Pioneer Valley and surrounding highlands thrive at the turn of the century, showing a landscape defined by mill towns and early rail networks. Genealogists and historians can trace old homesteads and local landmarks like Bisbee Mill, South Ferry, and the Agricultural College.
    4 unique versions available
  7. 1943 Map of Holyoke
    1943 Map of Holyoke
    1943 Holyoke
    1943 Print · USGS
    The Pioneer Valley and the eastern Berkshires are captured here in the early 1940s, showing a robust network of river-side industry and hill-country forests. Researchers can locate vanished landmarks and institutional grounds like Northampton State Hospital, Barnes Airport, and the Nat Gd Rifle Range.
  10. 1943 Map of Housatonic
    1943 Map of Housatonic
    1943 Housatonic
    1943 Print · USGS
    The Berkshires and the Housatonic Valley are captured during the war years, showing a landscape of traditional Shaker settlements and growing industrial centers. Trace the routes of the NY NH & H RR and explore sites like Shaker Village, Richmond Furnace, and Rockdale Mills.
  13. 1945 Map of Becket, 1958 Print
    1945 Map of Becket, 1958 Print
    1945 Becket
    1958 Print · USGS
    The Berkshire highlands come alive in this post-war study of the river-and-rail corridor. Genealogists and historians can trace the path of the Boston & Albany RR through settlements like Bancroft or locate family sites near Becket Center and the Washington Cem.
  16. 1946 Map of Blandford
    1946 Map of Blandford
    1946 Blandford
    1946 Print · USGS
    Blandford and Huntington are captured here in the mid-1940s, a period defined by the expansion of reservoirs and old mountain turnpikes. Researchers can trace the General Knox Trail, locate the North Blandford Cem, and study the industrial rail lines of the Boston and Albany RR.
    2 unique versions available
  19. 1948 Map of Becket
    1948 Map of Becket
    1948 Becket
    1948 Print · USGS
    The Berkshire highlands come alive in this post-war survey, showing the deep integration of the Boston and Albany rail line with the river valleys. Genealogists and hikers can trace the mountain roads around Becket Center, find the Mt St Lawrence Novitiate, and locate old family plots in Washington Cem.
    2 unique versions available
  22. 1948 Map of Chester
    1948 Map of Chester
    1948 Chester
    1948 Print · USGS
    The Berkshires hill country comes alive in this post-war survey of the Westfield River valley and its surrounding ridges. Genealogists can locate family burial grounds like Converse Cem and trace the winding Boston and Albany RR through Chester.
    2 unique versions available
  25. 1948 Map of Albany, 1951 Print
    1948 Map of Albany, 1951 Print
    1948 Albany
    1951 Print · USGS
    The Hudson and Connecticut River valleys are captured here in the late 1940s, showing the vital rail and water corridors of the Northeast. You can trace the Boston and Maine tracks past Mt Greylock or locate early settlements like Great Barrington and Bennington.
  28. 1954 Map of Becket
    1954 Map of Becket
    1954 Becket
    1954 Print · USGS
    The Berkshires in the mid-1950s reveal a landscape of upland ponds and winding valley rail lines. Genealogists can trace family roots through Becket Center and Bonny Rigg Corners or locate graves at the Washington Cem.
  31. 1955 Map of Blandford, 1956 Print
    1955 Map of Blandford, 1956 Print
    1955 Blandford
    1956 Print · USGS
    Hampden County's upland terrain is shown here during a period of major infrastructure expansion in the mid-fifties. Researchers can locate remote family burial sites like Warfield Cem and trace the route of the Mass Turnpike as it carves through the Blandford State Forest.
    3 unique versions available
  34. 1956 Map of Chester, 1957 Print
    1956 Map of Chester, 1957 Print
    1956 Chester
    1957 Print · USGS
    The Berkshires highlands come to life in the mid-fifties, showing the rugged river valley development along the Boston and Albany railroad. Genealogists can locate family landmarks like Wright Cem and South Worthington, or trace the winding Middle Branch Westfield River.
    2 unique versions available
  37. 1956 Map of Albany, 1968 Print
    1956 Map of Albany, 1968 Print
    1956 Albany
    1968 Print · USGS
    The industrial heart of the Northeast is revealed in the mid-1950s, from the Hudson Valley to the Connecticut River. Researchers can trace the legacy of the Quabbin Reservoir, locate Westover Air Force Base, or follow the Rutland RR through the Green Mountains.
    2 unique versions available
  40. 1957 Map of Albany
    1957 Map of Albany
    1957 Albany
    1957 Print · USGS
    The Tri-State region and Connecticut River Valley are captured here during a period of significant postwar growth and infrastructure expansion. Genealogists and historians can trace the rail-and-river economy through landmarks like the Boston and Maine railroad, Quabbin Reservoir, and Westover Air Force Base.
  43. 1958 Map of Becket, 1960 Print
    1958 Map of Becket, 1960 Print
    1958 Becket
    1960 Print · USGS
    The Berkshires of western Massachusetts are shown in the late 1950s, a landscape shaped by narrow river valleys and high forested ridges. Researchers can trace the Boston and Albany rail line through Middlefield Station or locate landmarks like the Mt St Lawrence Novitiate and Chimney Corners.
    2 unique versions available
  46. 1959 Map of Albany
    1959 Map of Albany
    1959 Albany
    1959 Print · USGS
    The Hudson and Connecticut River valleys are captured here during the late fifties, showing the region's dense rail networks and massive water projects. Researchers can trace the New York State Thruway or locate local landmarks like Mt Greylock and the Quabbin Reservoir.
  49. 1962 Map of Albany
    1962 Map of Albany
    1962 Albany
    1962 Print · USGS
    The Hudson and Connecticut River valleys meet the Green Mountains and Berkshires in this mid-century overview of the Northeast. Genealogists and historians can trace the industrial hearts of Albany and Springfield or locate features like Quabbin Reservoir and Westover Air Force Base.
  52. 1972 Map of Blandford, 1973 Print
    1972 Map of Blandford, 1973 Print
    1972 Blandford
    1973 Print · USGS
    Hampden County's upland terrain is captured here in the early seventies as the interstate system and state forests reshaped the Berkshires. Genealogists and historians can locate the North Blandford Cem, trace the Penn Central tracks, and follow the historic Otis General Knox Road.
    2 unique versions available
  55. 1972 Map of Chester, 1973 Print
    1972 Map of Chester, 1973 Print
    1972 Chester
    1973 Print · USGS
    The Massachusetts highlands in the early seventies reveal a landscape of conservation forests and river valleys. Trace old family plots at Old Leonard Cem and follow the rail lines of the Penn Central through Chester and North Chester.
    2 unique versions available
  58. 1973 Map of Becket, 1974 Print
    1973 Map of Becket, 1974 Print
    1973 Becket
    1974 Print · USGS
    The Berkshire highlands in the early seventies show a blend of historic hill towns and established cultural landmarks like Jacobs Pillow. Genealogists and historians can trace family-named sites from Bonny Rigg Corners to the Washington Church and Middlefield center.
    2 unique versions available
  61. 1975 Map of Blandford, 1981 Print
    1975 Map of Blandford, 1981 Print
    1975 Blandford
    1981 Print · USGS
    The hill towns of Hampden County are captured in the mid-seventies just as the landscape matured around its major water works. Genealogists and local historians can trace the rural layouts of Blandford and North Blandford or locate the shoreline of Cobble Mountain Reservoir.
  64. 1975 Map of Becket, 1981 Print
    1975 Map of Becket, 1981 Print
    1975 Becket
    1981 Print · USGS
    The Berkshire highlands are seen in the mid-1970s through this aerial perspective of the Westfield River valley. Genealogists and local historians can trace the rural layouts of Becket, Washington, and the crossroads at Bonny Rigg Corners.
  67. 1975 Map of Chester, 1981 Print
    1975 Map of Chester, 1981 Print
    1975 Chester
    1981 Print · USGS
    Hampden County's hills and river valleys are captured in the mid-1970s as the landscape adapted to modern flood control and forest regrowth. Genealogists and local historians can trace the footprints of Chester, the rural layout of Ringville, and the waters of Littleville Lake.
  70. 1985 Map of Holyoke, 1986 Print
    1985 Map of Holyoke, 1986 Print
    1985 Holyoke
    1986 Print · USGS
    The Pioneer Valley and surrounding uplands appear here in the mid-eighties, showing a landscape defined by the Connecticut River and modern highway expansion. Genealogists and historians can trace rail lines like the Central Vermont Railway and locate regional landmarks from Mount Tom State Reservation to the Quabbin Reservoir.
    2 unique versions available
  73. 1986 Map of Pittsfield
    1986 Map of Pittsfield
    1986 Pittsfield
    1986 Print · USGS
    The Berkshires and the Hudson Valley meet in the mid-1980s, documenting a cross-border landscape of mountain forests and river towns. Genealogists and historians can trace the paths of Conrail and the Taconic State Parkway as they pass through Stockbridge, Great Barrington, and Kinderhook.
    2 unique versions available
Showing maps 1-25 of 31

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