1900s (20th Century) Maps of Western Connecticut Planning Region, Connecticut

Explore 94 historic maps of Western Connecticut Planning Region 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 Western Connecticut Planning Region'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 Western Connecticut Planning Region's history through authentic maps from the 1900s. This is your window into the past.


Western Connecticut Planning Region, CT maps

(94)
  1. 1900 Map of Oyster Bay
    1900 Map of Oyster Bay
    1900 Oyster Bay
    1900 Print · USGS
    The North Shore of Long Island is captured at the turn of the century as its maritime villages and sprawling estates began to transition into refined commuter suburbs. Genealogists can trace property and neighborhood development in Sea Cliff, Glen Cove, and Oyster Bay before the automobile era.
    15 unique versions available

  2. 1901 Map of Clove
    1901 Map of Clove
    1901 Clove
    1901 Print · USGS
    Dutchess County and the Connecticut borderlands are captured here at the close of the nineteenth century as the rail corridors began to shape local commerce. Genealogists can trace family holdings and old junctions from Dover Plains to Stormville and Moores Mill.
    11 unique versions available

  3. 1901 Map of Northport, 1962 Print
    1901 Map of Northport, 1962 Print
    1901 Northport
    1962 Print · USGS
    The North Shore of Long Island is captured here at the turn of the century, showing a landscape defined by deep harbors and maritime navigation. You can trace the early rail routes of the Long Island RR and locate historic coastal landmarks like Eatons Neck L.H. and Fort Salonga.

  4. 1903 Map of Northport
    1903 Map of Northport
    1903 Northport
    1903 Print · USGS
    The North Shore of Long Island at the turn of the century reveals a landscape defined by deep harbors and the expanding railroad. Genealogists and historians can trace the early layouts of Northport and Huntington, or locate landmarks like Eaton Neck L.H. and Kings Park.
    8 unique versions available

  5. 1904 Map of New Milford
    1904 Map of New Milford
    1904 New Milford
    1904 Print · USGS
    Litchfield County at the close of the nineteenth century is defined by the industrial valleys of the Housatonic River and the rural reaches of Washington. Researchers can trace the era's infrastructure through landmarks like Kent Furnace, the Berkshire Division rail line, and the village at Roxbury Station.
    8 unique versions available

  6. 1904 Map of Islip
    1904 Map of Islip
    1904 Islip
    1904 Print · USGS
    Suffolk County at the start of the century reveals a landscape defined by deep north-shore harbors and the expansive Great South Bay. Genealogists and local historians can trace early rail lines through Kings Park and Stony Brook, or locate the sprawling State Hospital and St. Dominic Convent.
    5 unique versions available

  7. 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

  8. 1915 Map of Danbury, 1921 Print
    1915 Map of Danbury, 1921 Print
    1915 Danbury
    1921 Print · USGS
    Fairfield County in the early twentieth century was a hub of railway activity and village life. Genealogists and historians can trace the tracks of the Housatonic Railroad and locate local landmarks like the Fair Grounds or the Putnam Monument.

  9. 1928 Map of Carmel
    1928 Map of Carmel
    1928 Carmel
    1928 Print · USGS
    Near the New York and Connecticut border during the late 1920s, this landscape shows a network of massive reservoirs built to serve the city. Genealogists and historians can trace rail-era developments like the New York and Harlem RR and locate sites such as the Tilly Foster Mine and Farmers Mills.
    5 unique versions available

  10. 1942 Map of Islip, 1943 Print
    1942 Map of Islip, 1943 Print
    1942 Islip
    1943 Print · USGS
    Central Suffolk County is shown during the early years of the war, as the automobile began to reshape the distance between historic North Shore harbors and the South Shore bays. Researchers can trace the path of the Long Island Motor Parkway, locate family plots at Pinelawn Cem, and identify coastal landmarks like Eaton Neck L H.

  11. 1943 Map of Botsford
    1943 Map of Botsford
    1943 Botsford
    1943 Print · USGS
    Fairfield County towns like Botsford and Stepney appear here during the early years of the war, showcasing a landscape of ridge-top villages and new reservoirs. Genealogists and historians can trace rail connections at Botsford Sta or locate family sites near Hattertown and Redding Ridge.

  12. 1943 Map of Norwalk North, 1947 Print
    1943 Map of Norwalk North, 1947 Print
    1943 Norwalk North
    1947 Print · USGS
    Fairfield County towns like Wilton and Weston are captured here during the mid-1940s as infrastructure began to modernize the valley. Researchers can trace the early path of the Merritt Parkway, find the Low-Heywood School, and locate the former Norwalk Airport.
    2 unique versions available

  13. 1943 Map of Norwalk South, 1947 Print
    1943 Map of Norwalk South, 1947 Print
    1943 Norwalk South
    1947 Print · USGS
    The Connecticut shoreline in the 1940s reveals a landscape of growing suburban towns and busy coastal rails. Trace the historic waterfronts of South Norwalk and Darien or explore offshore landmarks like Sheffield Island and Cockenoe Island.

  14. 1943 Map of Brewster, 1956 Print
    1943 Map of Brewster, 1956 Print
    1943 Brewster
    1956 Print · USGS
    The New York and Connecticut borderlands appear here in the 1940s, showcasing a landscape defined by the Croton Watershed's massive reservoirs. Researchers can trace ancestral locations from Sodom to Milltown, or locate landmarks like Big Elm Sch and Beaver Bog Ch.
    2 unique versions available

  15. 1944 Map of Glenville, 1947 Print
    1944 Map of Glenville, 1947 Print
    1944 Glenville
    1947 Print · USGS
    Fairfield and Westchester counties meet in the 1940s as the regional parkway system begins to reshape the countryside. Genealogists and local historians can trace the foundations of Glenville, the Chieftains Estate, and the grounds of Rosemary Hall.

  16. 1944 Map of Dover Plains, 1956 Print
    1944 Map of Dover Plains, 1956 Print
    1944 Dover Plains
    1956 Print · USGS
    Dutchess County at the close of the Second World War was a landscape of fertile valleys and mountain ridges. Genealogists and historians can trace rail-side life and local landmarks like Dover Plains, the Appalachian Trail, and the Schaghticoke Indian Reservation.
    2 unique versions available

  17. 1945 Map of Peach Lake
    1945 Map of Peach Lake
    1945 Peach Lake
    1945 Print · USGS
    The hills of Westchester and Fairfield counties appear in the mid-1940s, revealing a landscape defined by glacial lakes and old turnpike crossings. Genealogists can trace family lines through June Cem, the Peach Lake Meeting House, and landmarks in South Salem.
    3 unique versions available

  18. 1945 Map of Pawling, 1956 Print
    1945 Map of Pawling, 1956 Print
    1945 Pawling
    1956 Print · USGS
    Dutchess County at the close of the Second World War reveals a landscape of high ridges and significant wetlands along the New York-Connecticut border. Genealogists and local historians can trace legacy landmarks including the Quaker Hill Meeting House, the village of Pawling, and the vast expanse of The Great Swamp.
    2 unique versions available

  19. 1946 Map of Peach Lake
    1946 Map of Peach Lake
    1946 Peach Lake
    1946 Print · USGS
    The New York and Connecticut border country comes alive in the mid-1940s, showing a landscape of lakeside hamlets and rising reservoirs. Genealogists and historians can trace local roots through landmarks like the Peach Lake Meeting House, Lewisboro Sch, and Drews Cliff Cem.
    2 unique versions available

  20. 1946 Map of Brewster
    1946 Map of Brewster
    1946 Brewster
    1946 Print · USGS
    The New York and Connecticut state line is defined by massive reservoirs and rural crossroads in the mid-forties. Genealogists can trace family legacies through Union Cem, Big Elm Sch, and the uniquely named settlement of Sodom.
    2 unique versions available

  21. 1947 Map of Mamaroneck
    1947 Map of Mamaroneck
    1947 Mamaroneck
    1947 Print · USGS
    Coastal Westchester and Nassau Counties are shown here just after the war as the region's grand estates and suburban centers flourished. Genealogists and historians can locate private landmarks like the J P Morgan property, Pratts Estate, and St Thomas Ch.

  22. 1947 Map of Pawling
    1947 Map of Pawling
    1947 Pawling
    1947 Print · USGS
    Dutchess County at the edge of Connecticut was a landscape of highland ridges and river valleys in the late 1940s. Genealogists can locate family landmarks such as Hurd Sch, Akins Corners, and the historic Quaker Hill Meeting House.
    2 unique versions available

  23. 1947 Map of Dover Plains
    1947 Map of Dover Plains
    1947 Dover Plains
    1947 Print · USGS
    Dutchess County at the edge of the Connecticut border reveals a landscape of state institutions, mountain ridges, and river valleys in the late 1940s. Genealogists can trace family landmarks like Valley View Cem or search for old schoolhouses including Dover Furnace Sch and Webatuck Sch.
    2 unique versions available

  24. 1947 Map of Norwalk South
    1947 Map of Norwalk South
    1947 Norwalk South
    1947 Print · USGS
    Coastal Fairfield County's post-war shoreline comes to life here, showing the intricate geography of the Norwalk Islands and growing railroad suburbs. Genealogists and historians can trace family locations through Noroton, Darien, and the unique grounds of the Ferndale Retreat.

  25. 1947 Map of Long Hill
    1947 Map of Long Hill
    1947 Long Hill
    1947 Print · USGS
    Fairfield County towns and river valleys are captured here in the years following the war. Genealogists and local historians can trace the rail lines through Long Hill and Stepney or locate landmarks like Monroe and Trap Falls Reservoir.
    2 unique versions available

Showing maps 1-25 of 94

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