[4][5] The winner, Lewis Strang in an Isotta Fraschini, covered the 259 miles (417 km) in five hours and fourteen minutes.

[8]: 83 The race chairman was Robert Lee Morrell; he headed a committee of four men: S. R. Stevens, Alfred Reeves, E. T. Birdsall, and C. R.

[9] One thousand soldiers from the state's 12th and 20th regiments of the National Guard were deployed at important points along the course for crowd control, along with hundreds of policemen.

[3] The course spanned over much of Westchester County, from Briarcliff Manor north to Millwood, Kitchawan, and Pines Bridge, before going south to Mount Kisco, Wampus Lake, Armonk, Kenisco, and Valhalla, and then roughly north again to Eastview, Hawthorne, and then back to Briarcliff Manor.

Reporting before the race indicated that the stretch between Valhalla and Eastview was the worst due to muddy and rutted roadbeds, steep inclines, and a narrow winding road.

Six ambulance stations were also set up, in Armonk, Valhalla, Eastview, Hawthorne, Millwood, and Mount Kisco.

[3] The race had 22 entrants with vehicles from five countries: Austria, France, Germany, Italy, and the United States.

Joan Cuneo, the most prominent female racing driver of the time as stated in MetroSports Magazine, visited the course, wanted to participate, and submitted the $1,000 entry fee.

[3] Local municipalities suspended their speed limits during early morning hours to allow the racers the ability to practice.

Booths were set up along the course, selling tires to racers and tourists, while advertisements for items including motor oil, cars, and cigarettes were placed on trees and telephone poles in the area.

John Tyson claimed to have spent $25,000 to win the trophy but gave Strang credit for the triumph.

It was the first amateur race in the United States, hosted by the wealthy Collier family of nearby Pocantico Hills.

The 1934 race was won by Langdon Quimby, driving a Willys 77, in a time of two hours and seven minutes on the 100-mile (160 km) course.

He met with the doctor who had treated him and they revisited the scene of the accident, an event that unexpectedly started his racing career.