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.
All Content © 2026 VanderbiltCupRaces.com
Co-Founder and Writer: Howard Kroplick
Co-Founder: Dana Kroplick
Website by Eric Miller Design
Site maintained by Hop Studios
Recent Comments
1.The Automobile Club of America October 9 - 15, 1902 500 mile Reliability Run from NY City to Boston and back to NY City.
2. Windsor T. White was the driver and E.W. Wheaton was the observer.
3. White Sewing Machine Co.
6. President Shattuck of the Automobile Club of America offered the presidents cup for contestants who averaged 14 miles per hour for each stage. The maximum average speed of 14 mph (4.285 minutes per mile) to avoid violating the 15 mph State speed limits.
From Mystery Foto #33 Solved: Windsor White's gold medal from the 1902 500-mile Reliability Contest from NYC to Boston and return for the White Steamer
Brian, the 999 is a Baker Torpedo Kid Replica owned by Ron Laravie the organizer of the event, he’s on Facebook.
From Update: Videos and highlights of the 2021 Port Jefferson Hill Climb
I think I’m going to go with some Capt. Obvious answers today. According to the inscription on the medal, it was produced for the A. C. A. sponsored Reliability Run
between NYC and Boston and return (a distance of 488 actual miles) from Oct. 9-15, 1902. The driver was Windsor T. White who was an early financial backer for the building of the LIMP, having purchased $5,000.00 worth of stock in 1906. A White Steamer (driven by his brother Walter) participated in the 1905 Vanderbilt Cup Race. The car that was awarded the medal was a White Steamer manufactured by the White Sewing Machine Co. which was located in Cleveland, OH. Presidents Taft and Teddy Roosevelt both owned White Steamers. The medal was probably awarded for the best time in completing the run or possibly for having the least number of repair stoppages during the run.
From Mystery Foto #33 Solved: Windsor White's gold medal from the 1902 500-mile Reliability Contest from NYC to Boston and return for the White Steamer
Enjoyable day for me being there. I was there 6 years ago so I knew what to do this time. Got there an hour earlier, parked close by in the lot, walked over asked some questions about iffy weather, it’s on, got a freebie bagel with cream cheese, walk back to my car, got my folding chair and walk back to a spot across the street from where the announcer was position where the 61 cars left to go up the hill. The weather was not good, very cloudy mid 80s, oppressive humidity and poor Howard getting a little sweaty, but afterward the sky opened up had nice chat with people I know in the back area. Just to let you what to do in 5 years when they have it again?
From Update: Videos and highlights of the 2021 Port Jefferson Hill Climb
I’d like to buy one to hang on my wall with other plates
From The Holman Moody custom Challenger III license plate
Mauvaise traduction : Mon arrière grand père. Les mauvaises (ou pas) conditions de vie, de fin de vie, ne regarde personne ici. D’autant plus qu’il n’est pas question de sa vie privée ici mais de sa vie publique automobile. Vous remerciant.
From Request For Information from France: 1905 Vanderbilt Cup Race Winner Victor Hemery
He’s not dead in poor condition. And please Jean Yves, how could you know the hour of her dead ? Its my family. My grand grand father.
From Request For Information from France: 1905 Vanderbilt Cup Race Winner Victor Hemery
Looks like a great time! Glad the Black Beast performed well thanks to the driver and mechanician.
From Update: Videos and highlights of the 2021 Port Jefferson Hill Climb
Great day.
From Update: Videos and highlights of the 2021 Port Jefferson Hill Climb
Great photos! Port Jefferson is a beautiful village, and it looks like a fun time was had by all.
From Update: Videos and highlights of the 2021 Port Jefferson Hill Climb
999 must be the Baker Torpedo Kid!
From Update: Videos and highlights of the 2021 Port Jefferson Hill Climb
Al - I believe you are correct; having the concrete mixer onsite was the most efficient means to distribute the concrete locally, allowing completion of the new bridge with its descending ramps, along with adding new descending ramps for the original Roosevelt Field highway bridge.
From Greg O.'s Garage: Plans for the Meadowbrook Country Club Motor Parkway Bridge
Frank, the Beast has a 4 speed but will only need 2nd to make it up this tough hill! Monster torque from that 11 liter motor!
From Greg O's Garage: The Alco Black Beast on a practice run for the Port Jefferson Hill Climb.
What an amazing rare photograph of the twin bridges! Thank you all that contributed!
From Greg O.'s Garage: Plans for the Meadowbrook Country Club Motor Parkway Bridge
One of the earliest hot-rodding events anywhere in the world, this time in Connecticut in 1905, during the infancy of motoring.
From Mystery Foto #32 Solved: The 1905 Locomobile taking a practice run in Bridgeport for the 1905 Gordon Bennett Cup
Based on the video, I believe the Alco 8 is very capable of the hill climb. Recommendation: Downshift one gear midway for more efficiency. Does the Beast have gears at all to downshift? I’ll never know. Good luck Saturday
From Greg O's Garage: The Alco Black Beast on a practice run for the Port Jefferson Hill Climb.
Looking good! Good luck on Saturday!
From Greg O's Garage: The Alco Black Beast on a practice run for the Port Jefferson Hill Climb.
Mystery Foto #31… The Foto was taken at the Locomobile factory at Seaside Park in Bridgeport, Connecticut. The race car is a Locomobile (probably Old 16 before it was numbered) as driven by Joe Tracy.
Photo date could be September or October of 1906.
Probably practicing for Vanderbilt Cup race.
From Mystery Foto #32 Solved: The 1905 Locomobile taking a practice run in Bridgeport for the 1905 Gordon Bennett Cup
I want to attend the Port Jeff hillclimb next Saturday and wondering if any of you can recommend a restaurant in the town? Looking for reasonable price range. This is Dick Gorman
From Greg O's Garage: The Alco Black Beast on a practice run for the Port Jefferson Hill Climb.
I’m fairly certain that’s the Locomobile factory in Bridgeport, CT. so the car is probably a Locomobile. The rest is just a series of educated guesses. Since the photo is from the Helck collection, could that be Joe Tracy driving in September of 1906 in preparation for the 1906 American Elimination Trials?
From Mystery Foto #32 Solved: The 1905 Locomobile taking a practice run in Bridgeport for the 1905 Gordon Bennett Cup
Page 254 of 1030 pages ‹ First < 252 253 254 255 256 > Last ›