Old Maps of North Canaan, Connecticut for Hiking & Exploration

Hike through history with 67 historic maps of North Canaan. 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 North Canaan.


North Canaan, CT maps

(67)
  1. 1885 Map of Sheffield
    1885 Map of Sheffield
    1885 Sheffield
    1885 Print · USGS
    The Berkshires meet the Connecticut and New York borders during a period of heavy rail expansion and riverside industry. Genealogists can trace family roots through settlements like Gomorrah, Sodom, and North Egremont, or locate landmarks such as Union Church and Ashley Falls.

  2. 1888 Map of Sheffield
    1888 Map of Sheffield
    1888 Sheffield
    1888 Print · USGS
    The Housatonic Valley in the 1880s is captured here at the height of its rail-and-mill era, spanning the borderlands of Massachusetts and Connecticut. Researchers can trace the original routes of the Housatonic Railroad and locate community landmarks like Union Church and Twin Lakes Station.

  3. 1888 Map of Sandisfield
    1888 Map of Sandisfield
    1888 Sandisfield
    1888 Print · USGS
    The Berkshires at the end of the nineteenth century reveal a landscape of mountain villages and river-powered industry. Genealogists can trace family roots through the early roads of Sandisfield, New Marlborough, and the banks of the Farmington River.

  4. 1891 Map of Sheffield
    1891 Map of Sheffield
    1891 Sheffield
    1891 Print · USGS
    The Housatonic Valley in the 1890s reveals a bustling corridor of rail-and-river commerce at the foot of the Berkshire mountains. Genealogists and historians can trace Victorian-era settlements from Great Barrington to Sheffield, locating old landmarks like Union Church and Chapinville Station.

  5. 1892 Map of Winsted
    1892 Map of Winsted
    1892 Winsted
    1892 Print · USGS
    Litchfield County's industrial valleys and upland villages are captured here in the late nineteenth century, during the peak of the region's railroad era. Researchers can trace historic property locations and rail spurs in Winsted, Torrington, and along the shores of Highland Lake.
    10 unique versions available

  6. 1892 Map of Cornwall
    1892 Map of Cornwall
    1892 Cornwall
    1892 Print · USGS
    Litchfield County in the 1890s reveals a landscape of river-powered industry and rail-connected villages. Researchers can trace ancestral roots and old transport routes through Ore Hill, Lime Rock, and the stops along the Housatonic Railroad.

  7. 1893 Map of Sheffield
    1893 Map of Sheffield
    1893 Sheffield
    1893 Print · USGS
    The Housatonic River valley flourished at the end of the century as a hub for rail and water-powered industry. Researchers can trace the path of the Housatonic Railroad through Great Barrington and locate landmarks like Union Church and Bashbish Falls.

  8. 1893 Map of Cornwall
    1893 Map of Cornwall
    1893 Cornwall
    1893 Print · USGS
    Litchfield County's iron-mining and rail-corridor history comes into focus in the 1890s as the Housatonic Railroad follows the river valley. Genealogists and historians can trace old property lines and rural centers like Ore Hill, Lime Rock, and Amenia Union.
    3 unique versions available

  9. 1893 Map of Sandisfield
    1893 Map of Sandisfield
    1893 Sandisfield
    1893 Print · USGS
    The Berkshires and northern Litchfield County are captured here in the late nineteenth century during a period of established river-valley industry. Genealogists and historians can trace the early layout of Sandisfield, New Boston, and Colebrook River along the Farmington River corridor.

  10. 1897 Map of Sandisfield
    1897 Map of Sandisfield
    1897 Sandisfield
    1897 Print · USGS
    The Berkshires and Litchfield Hills are captured here in the late nineteenth century before modern development reshaped the highlands. Genealogists can trace early homesteads and hamlets along the Farmington River, including New Boston, Montville, and South Sandisfield.
    7 unique versions available

  11. 1897 Map of Sheffield
    1897 Map of Sheffield
    1897 Sheffield
    1897 Print · USGS
    The Housatonic valley and the Berkshire foothills are captured here in the late 1800s, showing a landscape defined by river-driven industry and early rail lines. Trace family roots and old homesteads in Great Barrington, South Egremont, and the high mountain village of Mt Washington.
    10 unique versions available

  12. 1899 Map of Housatonic
    1899 Map of Housatonic
    1899 Housatonic
    1899 Print · USGS
    The Berkshire hills at the close of the nineteenth century reveal a landscape of industrial hamlets and Shaker settlements. Trace the rail-and-river economy through Lenox Furnace, locate the historic Shaker Village, and find landmarks like Laura Tower.

  13. 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

  14. 1903 Map of Cornwall
    1903 Map of Cornwall
    1903 Cornwall
    1903 Print · USGS
    Northwestern Connecticut at the dawn of the twentieth century shows a landscape of iron-mining hamlets and river-valley rail lines. Genealogists and historians can trace the foundations of Ore Hill, the streets of Salisbury, and the path of the Central New England RR.
    9 unique versions available

  15. 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

  16. 1907 Map of Sandisfield, 1910 Print
    1907 Map of Sandisfield, 1910 Print
    1907 Sandisfield
    1910 Print · USGS
    The Massachusetts-Connecticut borderlands appear here at the turn of the century, showing a network of river-valley hamlets and upland farms. Genealogists can trace family roots through old settlements like Sandisfield, New Boston, and Montville along the Clam River.
    3 unique versions available

  17. 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.

  18. 1946 Map of South Sandisfield, 1958 Print
    1946 Map of South Sandisfield, 1958 Print
    1946 South Sandisfield
    1958 Print · USGS
    The Massachusetts-Connecticut borderlands during the mid-forties show a landscape of high forests and scattered upland villages. Researchers can trace family sites at Montville Cem or St Marys Cem and locate local centers like Southfield and North Norfolk.

  19. 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

  20. 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

  21. 1948 Map of South Sandisfield
    1948 Map of South Sandisfield
    1948 South Sandisfield
    1948 Print · USGS
    The Massachusetts-Connecticut border highlands are captured here just after the war, showing a rural landscape of timbered hills and small village centers. Genealogists and hikers can trace old family sites at Montville Cem, the falls at Campbells Falls, and the quiet reaches of Doolittle Lake.
    2 unique versions available

  22. 1948 Map of Ashley Falls
    1948 Map of Ashley Falls
    1948 Ashley Falls
    1948 Print · USGS
    The Berkshires and Litchfield Hills meet at the state line in the late 1940s, where the river and rail define local life. Researchers can trace ancestral sites and defunct rail lines through Ashley Falls, Hewins Cem, and the village of Sodom.

  23. 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.

  24. 1949 Map of Ashley Falls
    1949 Map of Ashley Falls
    1949 Ashley Falls
    1949 Print · USGS
    The Berkshires and Litchfield Hills meet in the late 1940s along this detailed corridor of the Housatonic River. Genealogists and researchers can trace family lands near Ashley Falls, locate the Canaan Landing Field, or find old burial sites like Carroll Cem.
    2 unique versions available

  25. 1950 Map of South Canaan
    1950 Map of South Canaan
    1950 South Canaan
    1950 Print · USGS
    Litchfield County highland life in the late 1940s is centered here on the rugged ridges of the Housatonic State Forest and the Housatonic River valley. Genealogists and hikers can trace the Appalachian Trail past family landmarks like Under Mountain Cem and Cornwall Hollow.
    3 unique versions available

Showing maps 1-25 of 67

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