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Old Maps of Middlebury, Connecticut for Hiking & Exploration

Hike through history with 29 historic maps of Middlebury. Explore old trails, ghost towns, and forgotten backroads — perfect for outdoor adventurers and local explorers.

  • Rediscover forgotten places: Map out old mining camps, roads, and footpaths that no longer exist on modern maps.
  • Layer with modern tools: Combine with LiDAR or satellite views to plan hikes through historical terrain.
  • Made for exploration: Popular among hikers, overlanders, and local history lovers.

Use these maps to find adventure and explore the hidden past of Middlebury.

Middlebury, CT maps

(29)
  1. 1889 Map of Derby
    1889 Map of Derby
    1889 Derby
    1889 Print · USGS
    The industrial Naugatuck Valley hums with activity in the late Victorian era as railroads and river power drive the growth of Connecticut's mill towns. Genealogists can trace family holdings near John Johnson Hill or explore the early street layouts of BIRMINGHAM, ANSONIA, and SEYMOUR.
  4. 1891 Map of Derby
    1891 Map of Derby
    1891 Derby
    1891 Print · USGS
    The industrial Naugatuck Valley and the rural hills of Oxford come to life in the late nineteenth century. Genealogists and historians can trace the early footprints of Birmingham, Ansonia, and Derby or locate outlying hamlets like Quaker Farms and Red City.
  7. 1893 Map of Waterbury
    1893 Map of Waterbury
    1893 Waterbury
    1893 Print · USGS
    Western Connecticut in the late nineteenth century was defined by the industrial pulse of the Naugatuck valley and the quiet hills to its west. Genealogists and historians can trace the early rail alignments of the Northern R. R. and locate family landmarks like White Deer Rocks or the village of Hotchkissville.
    2 unique versions available
  10. 1893 Map of Derby, 1898 Print
    1893 Map of Derby, 1898 Print
    1893 Derby
    1898 Print · USGS
    Lower Naugatuck Valley industry and rural hill towns are captured in detail during the 1890s as the rail network reached its peak. Researchers can trace the industrial hearts of Birmingham and Derby or locate old crossings like Zoar Bridge and Pines Bridge.
    9 unique versions available
  13. 1904 Map of Waterbury
    1904 Map of Waterbury
    1904 Waterbury
    1904 Print · USGS
    The Naugatuck River valley's industrial peak and the surrounding Litchfield Hills are captured here at the start of the twentieth century. Researchers can trace the early rail networks of the Naugatuck Division and find old local landmarks like Reynolds Bridge, Quassapaug Pond, and Hotchkissville.
    8 unique versions available
  16. 1904 Map of Litchfield
    1904 Map of Litchfield
    1904 Litchfield
    1904 Print · USGS
    The Litchfield Hills at the turn of the century are shown here as a landscape of iron heritage and river-powered industry. Genealogists and historians can locate old industrial sites like Kent Furnace, ancestral homes near Sharon Valley, and early rail stops at Limerock Sta..
    3 unique versions available
  19. 1943 Map of Naugatuck, 1947 Print
    1943 Map of Naugatuck, 1947 Print
    1943 Naugatuck
    1947 Print · USGS
    The Naugatuck Valley at the height of its industrial era is captured here, tracing the river's path through the high hills of New Haven County. Researchers can locate family landmarks near Straitsville, the Seymour Reservoirs, and along the New York New Haven and Hartford rail line.
    2 unique versions available
  22. 1947 Map of Hartford, 1955 Print
    1947 Map of Hartford, 1955 Print
    1947 Hartford
    1955 Print · USGS
    Southern New England and the Hudson Valley are shown in detail during the post-war expansion era. Genealogists and researchers can trace local landmarks from the State Capitol and Yale University to the Stratford Lighthouse and Woodlawn Cem.
    2 unique versions available
  25. 1948 Map of Hartford
    1948 Map of Hartford
    1948 Hartford
    1948 Print · USGS
    Southern New England is captured here in the late 1940s, showcasing a landscape of thriving industrial cities and developing parkways. Genealogists and historians can trace the rail networks of the New York New Haven and Hartford RR or locate coastal defense sites like Fort Terry and Camp Shanks.
    2 unique versions available
  28. 1948 Map of Woodbury, 1953 Print
    1948 Map of Woodbury, 1953 Print
    1948 Woodbury
    1953 Print · USGS
    Litchfield and New Haven County towns thrive at mid-century amidst a complex network of river valleys and glacial hills. Genealogists and historians can trace family plots in North Cem or explore the early campus footprints of the Taft Sch and Regina Laudis Priory.
  31. 1950 Map of Woodbury
    1950 Map of Woodbury
    1950 Woodbury
    1950 Print · USGS
    Woodbury and Watertown are captured in the late 1940s, showing a Connecticut landscape of river valleys and institutional landmarks. Researchers can trace historic cemeteries like North Cem and school grounds such as Taft Sch near Lake Quassapaug.
    2 unique versions available
  34. 1951 Map of Waterbury
    1951 Map of Waterbury
    1951 Waterbury
    1951 Print · USGS
    Mid-century New Haven County is captured here at a moment of dense urban growth and industrial activity along the Naugatuck River. Genealogists and researchers can pinpoint family landmarks from Riverside Cemetery to the Brookside Home for the Aged and numerous parochial and public schools.
    2 unique versions available
  37. 1953 Map of Southbury, 1956 Print
    1953 Map of Southbury, 1956 Print
    1953 Southbury
    1956 Print · USGS
    The Housatonic valley in the early fifties shows a landscape transitioning between rural life and riverfront recreation. Genealogists can locate family names at Pine Hill Cem and Jacks Hill Cem or trace the early bounds of Kettletown State Park.
    3 unique versions available
  40. 1954 Map of Naugatuck, 1956 Print
    1954 Map of Naugatuck, 1956 Print
    1954 Naugatuck
    1956 Print · USGS
    The Naugatuck Valley is shown at a mid-century industrial peak, with neighborhoods and factories clustered along the Naugatuck River. Genealogists can trace family footprints through numerous local institutions like Tuttle Sch, St James Cem, and the old rail stops at Union City.
    3 unique versions available
  43. 1955 Map of Woodbury, 1956 Print
    1955 Map of Woodbury, 1956 Print
    1955 Woodbury
    1956 Print · USGS
    Mid-century Woodbury and its surrounding hills appear here during a period of steady growth along the Pomperaug River. Researchers can trace old family sites and local landmarks like Regina Laudis Priory, Lake Quassapaug, and the Taft Sch.
    5 unique versions available
  46. 1955 Map of Waterbury, 1957 Print
    1955 Map of Waterbury, 1957 Print
    1955 Waterbury
    1957 Print · USGS
    Waterbury and the Naugatuck Valley are shown here during a period of significant post-war growth and industrial activity. Researchers can trace historic institutions and neighborhoods from Riverside Cemetery to the Taft Sch and the New York New Haven and Hartford RR corridor.
    2 unique versions available
  49. 1961 Map of Hartford
    1961 Map of Hartford
    1961 Hartford
    1961 Print · USGS
    Southern New England and the Hudson Valley are shown here in the mid-fifties, capturing a landscape of booming coastal cities and interior hill towns. Researchers can trace the legacy of the New York New Haven and Hartford rail corridor and find strategic sites like Camp Shanks and Fort Michie.
  52. 1962 Map of Hartford, 1971 Print
    1962 Map of Hartford, 1971 Print
    1962 Hartford
    1971 Print · USGS
    Southern New England and the Hudson Valley are shown in the early sixties, as suburban growth reached into the foothills. Trace the path of the New York New Haven & Hartford RR and find landmarks like Camp Nathan Hale and Gillette Castle State Park.
    3 unique versions available
  55. 1964 Map of Southbury, 1966 Print
    1964 Map of Southbury, 1966 Print
    1964 Southbury
    1966 Print · USGS
    The Housatonic River valley in the mid-sixties shows a landscape of rising ridges and riverside settlements. Researchers can locate family landmarks like Brookside Cem, the South Britain Consolidated Sch, and the Stevenson Dam Powerplant.
    5 unique versions available
  58. 1964 Map of Naugatuck, 1967 Print
    1964 Map of Naugatuck, 1967 Print
    1964 Naugatuck
    1967 Print · USGS
    The Naugatuck Valley in the mid-1960s shows a landscape of dense riverside industry and steep wooded hills. Genealogists and historians can trace neighborhood landmarks like St Francis Ch, old burial grounds like St James Cem, and the path of the New Haven RR.
    6 unique versions available
  61. 1965 Map of Hartford
    1965 Map of Hartford
    1965 Hartford
    1965 Print · USGS
    Southern New England and the Hudson Valley are shown here during the mid-sixties expansion of the Interstate era. Trace the path of the New York New Haven & Hartford RR or locate historic landmarks like West Point Military Reservation and the Merritt Parkway.
    2 unique versions available
  64. 1968 Map of Waterbury, 1971 Print
    1968 Map of Waterbury, 1971 Print
    1968 Waterbury
    1971 Print · USGS
    Waterbury and Watertown appear here during a period of significant suburban expansion and highway development in the late sixties. Genealogists and local historians can trace family plots in Riverside Cemetery or locate historic institutions like the Taft School and Waterbury State Technical Institute.
    4 unique versions available
  67. 1985 Map of Waterbury, 1986 Print
    1985 Map of Waterbury, 1986 Print
    1985 Waterbury
    1986 Print · USGS
    The Western Connecticut highlands and the Hudson Valley are captured in the mid-1980s, showing a landscape of deep forests and industrial river towns. Genealogists can trace family connections from Waterbury up through Litchfield and Torrington, while exploring the vast Barkhamsted Reservoir and Candlewood Lake basins.
  70. 1986 Map of Bridgeport
    1986 Map of Bridgeport
    1986 Bridgeport
    1986 Print · USGS
    Spanning the New York and Connecticut border in the mid-eighties, this survey shows the dense rail and parkway network connecting the Hudson to the Sound. Researchers can trace the massive New Croton Reservoir system or locate landmarks like the West Point U.S. Military Academy.
    3 unique versions available
  73. 1993 Map of Waterbury
    1993 Map of Waterbury
    1993 Waterbury
    1993 Print · USGS
    Western Connecticut and the Hudson Valley appear in the early nineties as a landscape of established industrial cities and deep forest preserves. Researchers can trace the rail corridors of the Metro-North Railroad or locate family sites near the Taft School and Riverside Cemetery.
Showing maps 1-25 of 29

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