The Pit Crew of the Year Award was first given out in 1995 during eventual track owner Terry Eames took over as GM of the Speedbowl. It was given out every year at the annual awards banquet to a team from each of the Saturday point divisions. In 2013, the Speedbowl began awarding the honor to the Wild N’ Wacky Wednesday competitors as well. The track was closed in 2019, and the award has not been revived since.
SATURDAY DIVISION RECIPIENTS
| YEAR | SK MODIFIED | LATE MODEL | STREET STOCK | MINI STOCK | SK LIGHT | TRUCK | LEGEND CAR |
| 2018 | Todd Owen | Jason Palmer | Jordan Hadley | Doug Curry | not awarded | Duane Noll | Corey Caddick |
| 2017 | Kyle James | Anthony Flannery | Al Stone III | Sean Caron | Dana DiMatteo | Todd Taylor | Jon Puleo |
| 2016 | Dennis Perry | Keith Rocco | Chris Meyer | Jacob Perry | Tony Membrino Jr | Josh Stringer | Dana DiMatteo |
| 2015 | Ted Christopher | Jason Palmer | Corey Coates | Wayne Burroughs Jr | Corey Barry | — | Noah Korner |
| 2014 | Craig Lutz | Bruce Thomas Jr | Phil Evans | Wayne Burroughs Jr | Randy Churchill Jr | — | Scott Limkemann |
| 2013 | Kyle James | Jason Palmer | Josh Galvin | Garrett Denton | Randy Churchill Jr | — | Gio Giarrantana |
| 2012 | Rob Janovic Jr | Dillon Moltz | Dan Darnstaedt | Ray Christian III | Paul French | — | Dylan Izzo |
| 2011 | Tyler Chadwick | Jeff Smith | Ed Puleo | Ken Cassidy Jr | Chris Correll | — | Dana DiMatteo |
| 2010 | Keith Rocco | Rich Staskowski | Greg Moran Jr | Ian Brew | not awarded | Scott Gregory A | Anthony Flannery |
| 2009 | Ron Yuhas Jr | Vin Esposito | Ed Puleo | Ian Brew | not awarded | Howard Payne | Jason Palmer |
| 2008 | Keith Rocco | Bruce Thomas Jr | Ed Lamb Jr | Ken Cassidy Jr | not awarded | — | Jason Palmer |
| 2007 | Jeff Pearl | Mike Sangermano B | Jack Aquilina | Phil Evans | not awarded | — | Justin Rau |
| 2006 | Wendell Dailey | Jay Lozyniak | Ed Giles | Joe Godbout III | not awarded | — | Jason Palmer |
| 2005 | Tom Fox | Mark St. Hilaire | Norm Root Jr | Bill Leonard | not awarded | — | Esposito Racing C |
| 2004 | Jeff Pearl | Carl Erickson | Norm Root Jr | Timmy Jordan | not awarded | — | George Whitney |
| 2003 | Ed Reed Jr | Mark St. Hilaire | Sean Curtis | Wayne Burroughs Jr | — | — | not awarded |
| 2002 | Don Fowler | Larry Goss | Walt Hovey Jr | Danny Field | — | — | not awarded |
| 2001 | Ed Reed Jr | Corey Hutchings | Norm Root Jr | Dave Trudeau | — | — | — |
| 2000 | Jerry Pearl | Phil Rondeau | Monahan Racing D | Jeff Miller | — | — | — |
| 1999 | Dennis Gada | Phil Rondeau | Phil Smith | Bud Hartson | — | — | — |
| 1998 | Harry Rheaume | Jeff Karns | Ed Gertsch Jr | Roger Perry | — | — | — |
| 1997 | Mark Lajeunesse | Matt Kobyluck | Dan Darnstaedt | Billy Guyette | — | — | — |
| 1996 | Dennis Gada | Phil Rondeau | Scott Cook | Bruce Thomas | — | — | — |
| 1995 | Dave Gada | Phil Rondeau | Ernie LaRose | Brandon Plemons | — | — | — |
WEDNESDAY DIVISION RECIPIENTS
| YEAR | LEGEND CAR | SUPER X-CAR | X-CAR | BANDOLERO | |
| 2018 | Jencik Family | Marc Shafer | Dylan DeCoster | Jencik Family | |
| 2017 | not awarded | not awarded | not awarded | not awarded | |
| 2016 | Noah Korner | Bill Reiman | Kyle Gero | Tyler Barry | |
| 2015 | ?? | Brian Norman | ?? | ?? | |
| 2014 | Scott Limkenmann | Kevin Moon | Mitch Bombard | Anthony Marvin | |
| 2013 | Mike Christopher Jr | Mike Maskell II | John Bowes | Morin Racing E |
A awarded to car owner Scott Gregory – #90 driven by Allen Coates, #94 driven by Keith Rocco
B awarded to car owner Mike Sangermano – #90 driven by Allen Coates, Tom Fox & Ron Yuhas Jr during the season
C awarded to race team of brothers Vin & Mark Esposito
D awarded to race team of brothers Shawn & Diego Monahan
E awarded to race team of brothers Ken Jr & Andrew Morin
KEY: ?? = we have yet to verify the recipient of the award OR verify if the award was actually presented by Speedbowl officials. Please CONTACT US if you have information on the missing recipients