| September 23, 1945 | Orange County Fair Speedway, Middletown, NY | Midget | Bill Schindler | |
| September 30, 1945 | Orange County Fair Speedway, Middletown, NY | Midget | Bill Schindler | |
| June 12, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Holmes | |
| June 19, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dutch Schaefer | |
| June 26, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Holmes | |
| July 3, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Charlie Breslin | |
| July 10, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Ray Nestor | |
| July 17, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dutch Schaefer | |
| July 24, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| August 21, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| August 28, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| September 4, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| September 11, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| September 25, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Holmes | |
| October 2, 1946 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Al Keller | |
| May 28, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| June 4, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| June 11, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dutch Schaefer | |
| June 18, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Rex Records | |
| July 2, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| July 2, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dutch Schaefer | |
| July 4, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Johnny Zeke | |
| July 9, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| July 23, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Ted Tappett | |
| July 30, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Len Duncan | |
| August 6, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Chet Conklin | |
| August 16, 1947 | Orange County Fair Speedway, Middletown, NY | AAA Sprint Car (Eastern) | Walt Brown | |
| August 20, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| August 27, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Al Keller | |
| September 3, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Johnny Ringger | |
| September 10, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dutch Schaefer | |
| September 17, 1947 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Johnny Ringger | |
| May 9, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| May 20, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Mike Nazaruk | |
| May 27, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dee Toran | |
| June 3, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Mike Nazaruk | |
| June 17, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Vernon Land | |
| July 1, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Mike Nazaruk | |
| July 8, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Johnny Zeke | |
| July 14, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Steve McGrath | |
| July 28, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Mike Nazaruk | |
| August 4, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| August 25, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Tony Bonadies | |
| September 1, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Larry Bloomer | |
| September 5, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bill Schindler | |
| September 8, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Dutch Schaefer | |
| September 15, 1948 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Johnny Peterson | |
| May 30, 1949 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Bob Disbrow | |
| July 19, 1949 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Mike Nazaruk | |
| August 20, 1949 | Orange County Fair Speedway, Middletown, NY | AAA Sprint Car (Eastern) | Tommy Hinnershitz | |
| June 27, 1953 | Orange County Fair Speedway, Middletown, NY | URC Sprint Car | Mike Magill | |
| July 18, 1953 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Jim Castellano | |
| August 15, 1953 | Orange County Fair Speedway, Middletown, NY | URC Sprint Car | Charlie Miller | |
| June 30, 1956 | Orange County Fair Speedway, Middletown, NY | URC Sprint Car | Lou Johnson | |
| August 11, 1956 | Orange County Fair Speedway, Middletown, NY | URC Sprint Car | Bert Brooks | |
| August 17, 1956 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | George Fonder | |
| June 7, 1957 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Jiggs Peters | |
| August 10, 1957 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Roger Bailey | |
| June 8, 1958 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Chuck Arnold | |
| July 19, 1958 | Orange County Fair Speedway, Middletown, NY | URC Sprint Car | Bert Brooks | |
| August 9, 1958 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Chuck Arnold | |
| May 8, 1982 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Nick Fornoro Jr. | |
| July 17, 1982 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Nick Fornoro Jr. | |
| August 7, 1982 | Orange County Fair Speedway, Middletown, NY | ARDC Midget | Nick Fornoro Jr. | |
| May 21, 1997 | Orange County Fair Speedway, Middletown, NY | Super DIRT 358 Modified | Danny Johnson | |
| July 24, 1997 | Cardone Cup | Orange County Fair Speedway, Middletown, NY | Super DIRT Modified | Brett Hearn |
| May 29, 2006 | Orange County Fair Speedway, Middletown, NY | World of Outlaws Sprint Car | Brooke Tatnell | |
| September 26, 2007 | Orange County Fair Speedway, Middletown, NY | World of Outlaws Sprint Car | Daryn Pittman | |
| September 24, 2008 | Orange County Fair Speedway, Middletown, NY | World of Outlaws Sprint Car | Terry McCarl | |
| May 19, 2012 | Orange County Fair Speedway, Middletown, NY | World of Outlaws Sprint Car | Steve Kinser | |
| May 20, 2013 | Orange County Fair Speedway, Middletown, NY | World of Outlaws Sprint Car | Kraig Kinser | |
| May 18, 2014 | Orange County Fair Speedway, Middletown, NY | World of Outlaws Sprint Car | Daryn Pittman | |
| July 29, 2017 | Orange County Fair Speedway, Middletown, NY | All Star Circuit of Champions Sprint Car | Sammy Swindell | |
| July 13, 2019 | Orange County Fair Speedway, Middletown, NY | All Star Circuit of Champions Sprint Car | Danny Dietrich |