Count: 25
| Race Date | Class | Series | Race | Car Count | Winner | Start | Story |
| Saturday, May 1, 2021 | Wing 360 | MSA | | 31 | Ben Schmidt | 1 | Schmidt shines in PDTR opener | |
| Saturday, May 8, 2021 | Wing 360 | MSA | | 35 | Kurt Davis | 6 | Davis fends off McMullen, Arenz for PDTR-MSA 360 Sprint Car A-main triumph | |
| Saturday, May 15, 2021 | Wing 360 | MSA | | 34 | Justin Miller | 1 | Miller claims PDTR/MSA 360 Sprint Car headliner in record-setting fashion | |
| Saturday, May 22, 2021 | Wing 360 | MSA | | 31 | Brandon McMullen | 2 | McMullen goes wire to wire to collect first PDTR-MSA A-main triumph of 2021 season | |
| Saturday, May 29, 2021 | Wing 360 | MSA | | 37 | Ben Schmidt | 4 | Schmidt rolls to third MSA A-main triumph of 2021 season | |
| Saturday, June 5, 2021 | Wing | AS,IRA | | 36 | Bill Balog | 1 | Bill Balog breaks through at Plymouth Dirt Track for first-ever All Star win | |
| Wing 360 | MSA | | 32 | Travis Arenz | 4 | Arenz posts first PDTR 360 Sprint Car triumph of 2021 | |
| Saturday, June 12, 2021 | Wing 360 | MSA | | 35 | Travis Arenz | 7 | Travis Arenz wins MSA at Plymouth | |
| Saturday, June 19, 2021 | Wing 360 | MSA | | 29 | Kevin Karnitz | 1 | Karnitz returns to victory lane in PDTR 360 Sprint A main | |
| Friday, June 25, 2021 | Wing 360 | MSA | Russ Scheffler Tribute | 29 | Travis Arenz | 3 | Arenz powers to sixth MSA victory of 2021 campaign | |
| Thursday, July 1, 2021 | Wing | IRA | | 24 | Bill Balog | 5 | Smooth as Anderson's Maple Syrup - Balog Does It Again | |
| Wing 360 | MSA | | 30 | Travis Arenz | 9 | Arenz storms to seventh MSA victory of 2021 season | |
| Saturday, July 10, 2021 | Wing 360 | MSA | | 31 | Will Gerrits | 6 | Gerrits gets first MSA triumph of 2021 season | |
| Saturday, July 17, 2021 | Wing 360 | MSA | | 30 | Brandon McMullen | 7 | Multi-time champ McMullen shines bright at Plymouth Dirt Track | |
| Saturday, July 24, 2021 | Wing 360 | MSA | | 24 | Brandon McMullen | 7 | McMullen outduels Davis to capture PDTR Dave Deicher Tribute Night 360 Sprint Car hardware | |
| Saturday, July 31, 2021 | Wing | IRA | Frank Filskov Memorial | 20 | Jordan Goldesberry | 2 | Goldesberry a Rockstar in Plymouth | |
| Midget | BMARA | | 25 | Chase McDermand | 7 | McDermand Steals Plymouth Victory Late | |
| Wing 360 | MSA | Frank Filskov Memorial | 20 | Ben Schmidt | 7 | Schmidt rolls to fourth MSA A-main win of 2021 season with Plymouth triumph | |
| Saturday, August 14, 2021 | Wing 360 | MSA | | 32 | Brandon McMullen | 10 | McMullen racks up fourth PDTR 360 Sprint Car win of 2021 campaign | |
| Saturday, September 4, 2021 | Wing | IRA | | 31 | Noah Gass | 7 | Gass Wins Sheboygan County Fair Race | |
| Wing 360 | MSA | | 30 | Travis Arenz | 7 | Arenz cruises to ninth victory of 2021 MSA campaign with Plymouth triumph | |
| Saturday, September 11, 2021 | Midget | BMARA | | 27 | Chase McDermand | 8 | 2021 Badger Champ McDermand Wins Tenth at Plymouth | |
| Wing 360 | MSA | | 27 | Travis Arenz | 6 | Arenzr claims PDTR triumph | |
| Saturday, September 25, 2021 | Wing | IRA | WI Sprint Car Championships | 25 | Noah Gass | 2 | Gass Victorious at Plymouth Dirt Track Again | |
| Wing 360 | MSA | WI Sprint Car Championship | 31 | Jack Vanderboom | 2 | Vanderboom earns first career MSA-PDTR A-main victory, Arenz nails down MSA, PDTR titles | |
