| Season | Date | Overall winner(s) | Entrant | Car | Distance/Duration | Race title | Report |
| SCCA National Sports Car Championship |
| 1957 |
August 4 | Carroll Shelby | John Engar | Maserati 450S | 100 km (62 mi) | Inaugural Grand Prix Sports Car Races | report |
| October 27 | Charles Wallace | Briggs Cunningham | Jaguar D-type | 2 hours, 30 minutes | President's Cup Race | report |
| 1958 |
May 4 | Walt Hansgen | Briggs Cunningham | Lister-Jaguar | 1 hour | National Championship Spring Sprint Sports Car Road Races | report |
| October 5 | Walt Hansgen | Briggs Cunningham | Lister-Jaguar | 150 km (93 mi) | Autumn Festival Sports Car Races | report |
| 1959 |
May 3 | Walt Hansgen | Briggs Cunningham | Lister-Jaguar | 200 km (120 mi) | VIR-Shrine National Championship Sports Car Races | report |
| 1960 |
May 1 | Bob Holbert | | Porsche 718 RSK | 200 km (120 mi) | VIR-Shrine National Championship Sports Car Races | report |
| 1961 |
April 30 | Walt Hansgen | Briggs Cunningham | Maserati Tipo 61 | 3 hours | President's Cup | report |
| 1962 |
April 29 | Roger Penske | | Cooper T61 Monaco | 2 hours, 30 minutes | President's Cup | report |
| 1963 |
April 27 | Don Devine | Meister Brauser Racing | Scarab Mark II-Chevrolet | 1 hour, 30 minutes | VIR National Cup | report |
| 1964 |
April 19 | Ed Lowther | | Genie Mk.8-Ford | 58 mi (93 km) | National Championship Sports Car Races | report |
1965 – 1970 |
Not held |
| IMSA GT Championship |
| 1971 |
April 18 | Peter Gregg
Hurley Haywood | Brumos Porsche-Audi | Porsche 914/6 | 300 mi (480 km) | Danville 300 | report |
| 1972 |
April 16 | Peter Gregg
Hurley Haywood | Peter Gregg | Porsche 911 S | 250 mi (400 km) | Danville 250 | report |
1973 – 2001 |
Not held |
| Rolex Sports Car Series |
| 2002 |
September 1 | Andy Wallace
Chris Dyson | Dyson Racing | Crawford SSC2K-Judd | 500 mi (800 km) | VIR 500 | report |
| 2003 |
October 5 | Andy Pilgrim
Terry Borcheller | Bell Motorsports | Doran JE4-Chevrolet | 400 km (250 mi) | VIR 400 | report |
| 2004 |
October 3 | Wayne Taylor
Max Angelelli | SunTrust Racing | Riley MkXI-Pontiac | 400 km (250 mi) | VIR 400 | report |
| 2005 |
October 9 | Luis Díaz
Scott Pruett | Chip Ganassi Racing | Riley MkXI-Lexus | 2 hours, 45 minutes | VIR 400 | report |
| 2006 |
April 23 | Mike Rockenfeller
Patrick Long | Alex Job Racing | Crawford DP03-Porsche | 400 km (250 mi) | VIR 400 | report |
| 2007 |
April 29 | Wayne Taylor
Max Angelelli
Jan Magnussen | SunTrust Racing | Riley MkXI-Pontiac | 400 km (250 mi) | VIR 400 | report |
| 2008 |
April 27 | Scott Pruett
Memo Rojas | Chip Ganassi Racing | Riley MkXX-Lexus | 250 mi (400 km) | Bosch Engineering 250 at VIR | report |
| 2009 |
April 25 | Jon Fogarty
Alex Gurney | GAINSCO/Bob Stallings Racing | Riley MkXX-Pontiac | 2 hours, 45 minutes | Bosch Engineering 250 at VIR | report |
| 2010 |
April 24 | Scott Pruett
Memo Rojas | Chip Ganassi Racing | Riley MkXX-Lexus | 2 hours, 45 minutes | Bosch Engineering 250 at VIR | report |
| 2011 |
May 14 | João Barbosa
Terry Borcheller
J. C. France | Action Express Racing | Riley MkXI-Porsche | 2 hours, 45 minutes | Bosch Engineering 250 at VIR | report |
| American Le Mans Series |
| 2012 |
September 15 | Lucas Luhr
Klaus Graf | Muscle Milk Pickett Racing | HPD ARX-03a | 4 hours | American Le Mans Series VIR 240 | report[2] |
| 2013 |
October 5 | Lucas Luhr
Klaus Graf | Muscle Milk Pickett Racing | HPD ARX-03a | 2 hours, 45 minutes | Oak Tree Grand Prix at VIR | report[3] |
| United SportsCar Championship |
| 2014 |
August 24 |
Luis Díaz
Sean Rayhall |
8 Star Motorsports |
Oreca FLM09-Chevrolet |
1 hour, 30 minutes (2 x 45-minute segments) |
Oak Tree Grand Prix at VIR |
report[4][5] |
Giancarlo Fisichella
Pierre Kaffer |
Risi Competizione |
Ferrari 458 Italia GT2 |
2 hours, 45 minutes |
| 2015 |
August 23 |
Patrick Pilet
Nick Tandy |
Porsche North America |
Porsche 911 (991) RSR |
2 hours, 40 minutes |
Oak Tree Grand Prix at VIR |
report[6] |
| 2016 |
August 28 |
Antonio García
Jan Magnussen |
Corvette Racing |
Chevrolet Corvette C7.R |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2017 |
August 27 |
Antonio García
Jan Magnussen |
Corvette Racing |
Chevrolet Corvette C7.R |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2018 |
August 19 |
Connor De Phillippi
Alexander Sims |
BMW Team RLL |
BMW M8 GTE |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2019 |
August 25 |
Patrick Pilet
Nick Tandy |
Porsche GT Team |
Porsche 911 RSR |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2020 |
August 22 |
Antonio García
Jordan Taylor |
Corvette Racing |
Chevrolet Corvette C8.R |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2021 |
October 9 |
Tommy Milner
Nick Tandy |
Corvette Racing |
Chevrolet Corvette C8.R |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2022 |
August 28 |
Matt Campbell
Mathieu Jaminet |
Pfaff Motorsports |
Porsche 911 GT3 R |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2023 |
August 27 |
Antonio García
Jordan Taylor |
Corvette Racing |
Chevrolet Corvette C8.R GTD |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2024 |
August 25 |
Bryan Sellers
Madison Snow |
Paul Miller Racing |
BMW M4 GT3 |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |
| 2025 |
August 24 |
Alexander Sims
Antonio García |
Corvette Racing by Pratt Miller Motorsports |
Chevrolet Corvette Z06 GT3.R |
2 hour, 40 minutes |
Michelin GT Challenge at VIR |
report |