Vanderbilt Cup Races - Blog

Dec 06 2025
InstaGRAM report: The history behind the 1939 Midget Racing National Championship at Roosevelt Raceway

Long Island’s Roosevelt Raceway was modified to become a ½-mile oval and home to the Midget Racing National Championship on August 12th,1939. There has been almost no photo documentation published online about this race until now. (5 comments)

Dec 05 2025
Video of the Week: When The Vanderbilt Family Got Evicted From Their Own Mansion

The Vanderbilt family's story at The Breakers in Newport, Rhode Island ended not with a bang but with an eviction notice, as the family that once commanded enough wealth to build this palace had been reduced to unwelcome tenants in their own creation. (0 comments)

Dec 03 2025
Film: 1950 Bridgehampton Sports Car Road Races

A very rare film documents the June 10, 1950 Bridgehampton Sports Car Road Races. (1 comments)

Dec 02 2025
Mystery Friday Foto #58 Solved: A Midget Racetrack at Roosevelt Raceway

Did you identify the National Midget Championship race track in Westbury, Long Island? (6 comments)

Nov 29 2025
Newsday LI Life cover article: A need for Speed: LI’s Motor Parkway was a road like no other for racers with the right plates

The November 30, 2025 issue of Newsday's LI Life section features a cover article on the Long Island Motor Parkway. (5 comments)

Nov 28 2025
Fraud Alert Update: Guide to Identifying Authentic Versus Reproduced Long Island Motor Parkway and Roosevelt Field Porcelain Plates

Replicas of Long Island Motor Parkway License Plates continue to be sold as original plates on Ebay. (23 comments)

Nov 26 2025
The Twelfth Annual Thanksgiving “Turkeys on the Road”

To celebrate Thanksgiving, here is our traditional "Turkeys on the Road" post. (12 comments)

Nov 25 2025
Mystery Friday Foto #57 Solved: The Petit Trianon Annex Building

Did you identify this weekend's Mystery Foto of the Petit Trianon Annex building in Lake Ronkonkoma? (7 comments)

Nov 22 2025
InstaGRAM Report: The Surprising Connections Between the 1939-1940 New York World’s Fair and Automotive History

Few people realize that the 1939 - 1940 World’s Fair in New York brought a European-style Grand Prix race to American audiences. The first New York World’s Fair also unveiled new automotive technology, including the GM Futureliner and the dazzling see-through Pontiac car. (9 comments)

Nov 20 2025
Updated:The Role of the Motor Parkway in the Development of the Cruise Missile

Hard to believe the Long Island Motor Parkway is connected to the development of the cruise missile? (8 comments)

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About

The six Vanderbilt Cup Races held on Long Island from 1904 to 1910 were the greatest sporting events of their day, and the first international automobile road races held in the United States. The races had a far-reaching impact on the development of American automobiles and parkways. This site provides comprehensive information on the races, the Long Island Motor Parkway and current Long Island automotive events, car shows and news.