Old Maps of Olive, New York

Explore 71 old maps of Olive, spanning from 1892 to today. These high-resolution historic maps reveal how streets, neighborhoods, landmarks, and natural features evolved over time — perfect for genealogy, metal detecting, research, and local history exploration.

What you can do with these maps:

  • See how Olive changed over time: Compare historical maps to modern-day views to trace roads, homesites, rail lines & more.
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  • Trusted historical sources: Maps sourced from the USGS, Library of Congress, and other archives.
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Start exploring old maps of Olive to uncover forgotten places, hidden landmarks, and the deep history beneath your feet.


Olive, NY maps

(71)
  1. 1892 Map of Kaaterskill, 1957 Print
    1892 Map of Kaaterskill, 1957 Print
    1892 Kaaterskill
    1957 Print · USGS
    The high Catskills of the 1890s reveal a landscape of grand hotels and rugged peaks during the peak of the mountain resort era. Genealogists and historians can trace the foundations of Onteora Park, the route of the Elevating R. R., and lost hamlets like Dutch Settlement.
    3 unique versions available

  2. 1893 Map of Kaaterskill
    1893 Map of Kaaterskill
    1893 Kaaterskill
    1893 Print · USGS
    The high peaks and resort colonies of the late nineteenth century are mapped here in exceptional detail. Genealogists and rail historians can trace the paths of the Otis Elevating R R and the Catskill Mtn R R or locate old sites like Dutch Settlement and Mountain House.

  3. 1894 Map of Kaaterskill
    1894 Map of Kaaterskill
    1894 Kaaterskill
    1894 Print · USGS
    The Catskills come alive in the 1890s as a premier destination for mountain tourism and timber. You can trace the early rail lines serving the Mountain House, locate the Victorian-era enclaves of Onteora Park and Twilight Park, or find family roots in Yankeetown.

  4. 1899 Map of Kaaterskill
    1899 Map of Kaaterskill
    1899 Kaaterskill
    1899 Print · USGS
    The Catskills in the late nineteenth century show a unique landscape of mountain tourism and rail infrastructure. Trace the early hotel era through the Mountain House, the Otis Elevating Ry., and the high-elevation hamlets of Tannersville and Onteora Park.
    2 unique versions available

  5. 1900 Map of Phoenicia, 1963 Print
    1900 Map of Phoenicia, 1963 Print
    1900 Phoenicia
    1963 Print · USGS
    The high Catskills at the turn of the century are captured here in a moment of emerging tourism and mountain settlement. Genealogists and hikers can trace the original locations of the Grand Hotel, the remote Winnisook Lodge, and the rail stops at Mt Pleasant Station.

  6. 1901 Map of Rosendale, 1961 Print
    1901 Map of Rosendale, 1961 Print
    1901 Rosendale
    1961 Print · USGS
    Ulster County at the dawn of the century shows a landscape in transition as the Ashokan Reservoir reshaped the valley. Genealogists and historians can trace defunct rail stops and early hamlets from Kripplebush and Whiteport to the busy docks at Wilbur.

  7. 1903 Map of Rosendale
    1903 Map of Rosendale
    1903 Rosendale
    1903 Print · USGS
    Ulster County was a hub of canal and rail transport at the turn of the century, centered on the Delaware and Hudson Canal. Genealogists can trace family footprints through historic settlements like Browns Station, Kripplebush, and Lomontville.
    11 unique versions available

  8. 1903 Map of Phoenicia
    1903 Map of Phoenicia
    1903 Phoenicia
    1903 Print · USGS
    The Catskills come alive at the turn of the century, showing the mountain rail corridor and early grand resorts. Researchers can trace the Ulster and Delaware line through Phoenicia to the Highmount Grand Hotel and Winnisook Lodge.
    9 unique versions available

  9. 1903 Map of Kaaterskill, 1906 Print
    1903 Map of Kaaterskill, 1906 Print
    1903 Kaaterskill
    1906 Print · USGS
    The Catskills come alive in the early twentieth century through this record of mountain resorts and steep-grade rail lines. Researchers can trace the legendary Mountain House, the Otis Elevating R.R., and the remote Dutch Settlement.
    10 unique versions available

  10. 1903 Map of Slide Mountain, 1961 Print
    1903 Map of Slide Mountain, 1961 Print
    1903 Slide Mountain
    1961 Print · USGS
    The high peaks and deep hollows of Ulster County are captured here at the dawn of the reservoir era. Genealogists and hikers can trace old homesteads and roads near Sundown, Lackawack, and the isolated Peekamoose Lodge.

  11. 1905 Map of Slide Mountain
    1905 Map of Slide Mountain
    1905 Slide Mountain
    1905 Print · USGS
    The Catskill high peaks meet the industrializing Rondout valley in the early twentieth century. Researchers can trace old mountain outposts like Peekamoose Lodge and Sundown, or follow the New York Ontario and Western RR through Kerhonkson.
    8 unique versions available

  12. 1942 Map of West Shokan, 1958 Print
    1942 Map of West Shokan, 1958 Print
    1942 West Shokan
    1958 Print · USGS
    The Catskill mountain foothills in the early 1940s reveal a landscape of secluded hollows and high peaks bordering the Ashokan Reservoir. Genealogists and historians can trace old community hubs like Samsonville, Krumville, and several rural schoolhouses such as West Shokan Sch.
    2 unique versions available

  13. 1942 Map of Ashokan, 1958 Print
    1942 Map of Ashokan, 1958 Print
    1942 Ashokan
    1958 Print · USGS
    Ulster County's mountainous terrain and massive water infrastructure are frozen in time during the early 1940s. Genealogists and local historians can trace family-named settlements like Lomontville and Atwood, or locate rural landmarks including the Vly Church and Acorn Hill Chapel.
    2 unique versions available

  14. 1942 Map of Kerhonkson, 1959 Print
    1942 Map of Kerhonkson, 1959 Print
    1942 Kerhonkson
    1959 Print · USGS
    Ulster County's transport and settlement patterns are frozen in time during the early 1940s. Genealogists and historians can trace the New York Ontario and Western line, the old Rondout and Western Canal, and local landmarks like Soccanissing Sch.

  15. 1942 Map of Mohonk Lake, 1959 Print
    1942 Map of Mohonk Lake, 1959 Print
    1942 Mohonk Lake
    1959 Print · USGS
    Ulster County's river valleys and mountain ridges are captured here during the early 1940s as rail transit still defined local travel. Genealogists can locate family-named landmarks and rural hubs like Kyserike Sta, Stone Ridge, and the Rock Hill Sch.

  16. 1943 Map of Mohonk Lake
    1943 Map of Mohonk Lake
    1943 Mohonk Lake
    1943 Print · USGS
    The Shawangunk Mountains and Rondout Creek valley are captured here in the early 1940s. Trace the New York Ontario and Western rail line and find family sites like P Schmidke or local landmarks like Mohonk House.

  17. 1943 Map of West Shokan
    1943 Map of West Shokan
    1943 West Shokan
    1943 Print · USGS
    War-era Ulster County is defined here by the rise of the Ashokan Reservoir against the high Catskill peaks. Local historians can trace old family names and small schoolhouses like Brodhead School or visit landmarks like the Father Divine Lodge.

  18. 1943 Map of Kerhonkson
    1943 Map of Kerhonkson
    1943 Kerhonkson
    1943 Print · USGS
    Mid-century Ulster County comes to life through this survey of the Rondout Valley and the Ontario and Western rail corridor. Genealogists can trace family holdings and local schools like Wawarsing School, Cherrytown, and the Frank Utter Colony Farm.

  19. 1943 Map of Ashokan, 1944 Print
    1943 Map of Ashokan, 1944 Print
    1943 Ashokan
    1944 Print · USGS
    Mid-century Ulster County is defined by the massive shoreline of the Ashokan Reservoir as it appeared during the war years. Local researchers can trace old family lands and community hubs like Olive Bridge, Atwood, and the Acorn Hill Chapel.

  20. 1945 Map of Bearsville, 1962 Print
    1945 Map of Bearsville, 1962 Print
    1945 Bearsville
    1962 Print · USGS
    The Woodstock valley and the surrounding Catskill peaks appear here just after the war, showing a landscape of high summits and valley hamlets. Researchers can trace historic school districts like School No 1 and old settlements at Byrdcliffe and Lake Hill.
    3 unique versions available

  21. 1946 Map of Bearsville
    1946 Map of Bearsville
    1946 Bearsville
    1946 Print · USGS
    The Woodstock area and the eastern Catskills are captured in the mid-1940s as an established mountain retreat. Genealogists and hikers can trace the old turnpikes and district schoolhouses like School No 4 near Bearsville or the roads leading to Byrdcliffe.

  22. 1946 Map of Phoenicia
    1946 Map of Phoenicia
    1946 Phoenicia
    1946 Print · USGS
    The Esopus Creek valley in the mid-1940s served as a bustling mountain corridor for the New York Central railroad. Genealogists can locate family landmarks like the Shandaken Rural Cem and early landmarks such as the Lookout Tower on Tremper Mtn.

  23. 1948 Map of Binghamton, 1980 Print
    1948 Map of Binghamton, 1980 Print
    1948 Binghamton
    1980 Print · USGS
    Central New York and the Southern Tier thrive in the late 1940s as a hub of rail traffic and mountain industry. Researchers can trace historic transit lines like the Erie Railroad through Binghamton or find old valley settlements near Oneonta and Delhi.

  24. 1950 Map of Binghamton
    1950 Map of Binghamton
    1950 Binghamton
    1950 Print · USGS
    Binghamton and the surrounding Southern Tier are shown in the mid-century era, highlighting the intricate rail and river networks that drove local industry. Researchers can trace the path of the Erie Railroad and locate landmarks from Otsego Lake to Sidney Mountain.
    2 unique versions available

  25. 1950 Map of Scranton, 1952 Print
    1950 Map of Scranton, 1952 Print
    1950 Scranton
    1952 Print · USGS
    Mid-century Northeast Pennsylvania and the Hudson Valley come alive in this survey of the tri-state region. Genealogists and historians can trace the dense rail networks of the Erie RR and DL&W RR between industrial hubs like Scranton and Wilkes-Barre.

Showing maps 1-25 of 71

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