| Year | Pole Winner | Time | Seg. 1 | Seg. 2 | Seg. 3 | Overall Winner |
| 1962 | Bob Bissell | 15.48 | Harold Hanaford | Harold Hanaford | Clint Gerard | HAROLD HANAFORD |
| 1963 | n/a | n/a | Harold Hanaford | Lee Ingerson | Larry Granger | LEE INGERSON |
| 1964 | Johnny Gammell | 15.18 | Johnny Gammell | Harold Hanaford | Lee Ingerson | HAROLD HANAFORD |
| 1965 | Ronnie Marvin | 14.25 | Ronnie Marvin | Ronnie Marvin | Paul Martel | RUSS INGERSON |
| 1966 | n/a | n/a | Larry Demar | Russ Ingerson | Russ Ingerson | RUSS INGERSON |
| 1967 | n/a | n/a | Larry Demar | Larry Demar | Larry Demar | LARRY DEMAR |
| 1968 | Clem Despault | 15.35 | Tom Tiller | Jim Gallison | Lennie Stockwell | RUSS INGERSON |
| 1969 | Bobby Dragon | 14.94 | Tom Tiller | Bobby Dragon | Ed Doggett | JOHNNY GAMMELL |
| 1970 | Chet Wood | 14.38 | Chet Wood | Moe Dubois | Chet Wood | STUB FADDEN |
| 1971 | John Rosati | 14.28 | John Rosati | John Rosati | Beaver Dragon | DAN BRIDGES |
| 1972 | John Rosati | 14.06 | Dave Dion | Bobby Dragon | Bobby Dragon | BOBBY DRAGON |
| 1973 | Bobby Dragon | 13.59 | Jean-Paul Cabana | Dave Dion | Jean-Paul Cabana | JEAN-PAUL CABANA |
| 1974 | Dave Dion | 13.91 | Bill Dennis | Bobby Dragon | Joey Kourafas | BILL DENNIS |
| 1975 | Dave Dion | 13.68 | Dave Dion | Dave Dion | Dave Dion | DAVE DION |
| 1976 | Dave Dion | 13.49 | Ron Barcomb | Dave Dion | Claude Aubin | RON BARCOMB |
| 1977 | Butch Lindley | 13.44 | Dave Dion | Langis Caron | Butch Lindley | BUTCH LINDLEY |
| 1978* | Claude Aubin | 15.98 | Claude Aubin | Dick McCabe | Jean-Paul Cabana | BEAVER DRAGON |
| 1979 | Dick McCabe | 14.61 | Beaver Dragon | Gilles Lussier | (rained out) | STUB FADDEN |
| 1980* | Jean-Paul Cabana | 15.5 | Robbie Crouch | Hector Leclair | Joceyln Tremblay | HECTOR LECLAIR |
| 1981 | (no event) | |||||
| 1982 | Dave Dion | 14.64 | Chuck Bown | Stub Fadden | Dick McCabe | DICK McCABE |
| 1983 | Robbie Crouch | 13.211 | Robbie Crouch | Jeff Stevens | Wes Rosner | ROBBIE CROUCH |
| 1984 | Robbie Crouch | 13.36 | Robbie Crouch | Kevin Lepage | Stub Fadden | RANDY LaJOIE |
| 1985 | Chuck Bown | 13.57 | Randy LaJoie | Kevin Lepage | Bobby Dragon | KEVIN LEPAGE |
| 1986 | Robbie Crouch | 13.004 | Robbie Crouch | Robbie Crouch | Robbie Crouch | ROBBIE CROUCH |
| 1987 | Jean-Paul Cabana | 13.154 | Robbie Crouch | Dave Dion | Jean-Paul Cabana | JEAN-PAUL CABANA |
| 1988 | Robbie Crouch | 13.025 | Robbie Crouch | Jean-Paul Cabana | Robbie Crouch | ROBBIE CROUCH |
| 1989 | Russ Urlin | 13.172 | Russ Urlin | Jean-Paul Cabana | Dave Dion | KEVIN LEPAGE |
| 1990 | Beaver Dragon | 13.462 | Beaver Dragon | Randy MacDonald | Dave Dion | ROBBIE CROUCH |
| 1991 | Dan Beede | 13.245 | Dan Beede | Dave Dion | Dan Beede | DAN BEEDE |
| 1992 | Dan Beede | 13.131 | Junior Hanley | Randy MacDonald | Dan Beede | RANDY MacDONALD |
| 1993 | Junior Hanley | 13.043 | Kevin Lepage | Mike Rowe | Junior Hanley | KEVIN LEPAGE |
| 1994 | Dennis Demers | 12.283 | Dave Whitlock | Claude Leclerc | Mike Rowe | DAVE WHITLOCK |
| 1995 | Sylvain Metivier | 12.245 | Brad Leighton | Tracy Gordon | Dave Whitlock | DAVE WHITLOCK |
| 1996 | Chuck Beede | 13.666 | Dave Whitcomb | Richard Buzzi | Jean-Paul Cyr | JEAN-PAUL CYR |
| 1997 | Brian Hoar | 13.395 | Brian Hoar | Phil Scott | Dave Dion | PHIL SCOTT |
| 1998 | Brian Hoar | 13.348 | Brian Hoar | Brian Hoar | Doug Hoar | BRIAN HOAR |
| 1999 | Brian Hoar | 13.475 | Brian Hoar | Chad Wheeler | Brian Hoar | BRIAN HOAR |
| 2000 | Brian Hoar | 13.295 | Phil Scott | Brent Dragon | Brian Hoar | PHIL SCOTT |
| 2001 | Pete Fecteau | 13.217 | Pete Fecteau | Bobby Dragon | Pete Fecteau | DWAYNE LANPHEAR |
| 2002 | Patrick Laperle | 13.505 | Cooper MacRitchie | Ryan Moore | Phil Scott | DAVE PEMBROKE |
| 2003 | Trampas Demers | 13.326 | Jean-Paul Cyr | Rich Lowrey | Phil Scott | ERIC WILLIAMS |
| 2004 | Todd Stone | 13.249 | Cooper MacRitchie | Jamie Fisher | Phil Scott | CRIS MICHAUD |
| 2005 | Jean-Paul Cyr | 13.067 | Dave Pembroke | Patrick Laperle | Brent Dragon | PATRICK LAPERLE |
| 2006 | Joey Polewarczyk Jr. | 12.935 | Joey Polewarczyk Jr. | Jay Laquerre | Scott Payea | BRENT DRAGON |
| 2007 | Joey Polewarczyk Jr. | 12.967 | Phil Scott | Jean-Paul Cyr | John Donahue | PATRICK LAPERLE |
| 2008 | Joey Polewarczyk Jr. | 13.165 | Patrick Laperle | John Donahue | Ryan Nolin | PATRICK LAPERLE |
| 2009 | Nick Sweet | 13.11 | Brent Dragon | Wayne Helliwell Jr. | Jean-Paul Cyr | JOHN DONAHUE |
| 2010 | Brian Hoar | 13.001 | Joey Polewarczyk Jr. | Pete Potvin III | Jean-Paul Cyr | JOEY POLEWARCZYK JR. |
| 2011 | Brian Hoar | 13.049 | Brian Hoar | Mike Bailey | Brian Hoar | BRIAN HOAR |
| 2012 | Dave Pembroke | 12.956 | Brian Hoar | Jean-Paul Cyr | Glen Luce | DAVE PEMBROKE |
| 2013 | Alex Labbe | 13.159 | Brian Hoar | Bobby Therrien | Cody Blake | NICK SWEET |
| 2014 | Joey Polewarczyk Jr. | 13.114 | Eddie MacDonald | Jimmy Hebert | Brad Babb | EDDIE MACDONALD |
| 2015 | Derrick O’Donnell | 13.229 | Derrick O’Donnell | Boomer Morris | Nick Sweet | NICK SWEET |
| 2016 | Joey Polewarczyk Jr. | 13.169 | Nick Sweet | Joey Polewarczyk Jr. | Nick Sweet | NICK SWEET |
* — Milk Bowl Held at Catamount Stadium in 1978 and 1980
.
.
| Overall Winners | Pole Winners | Milk Bowl Winners | |||||||
| Robbie Crouch | 4 | Brian Hoar | 6 | Not Winning A Segment | |||||
| Brian Hoar | 3 | Joey Polewarczyk Jr. | 5 | Russ Ingerson | 1965 | ||||
| Russ Ingerson | 3 | Robbie Crouch | 4 | Russ Ingerson | 1968 | ||||
| Patrick Laperle | 3 | Dave Dion | 4 | Johnny Gammell | 1969 | ||||
| Kevin Lepage | 3 | Dan Beede | 2 | Stub Fadden | 1970 | ||||
| Nick Sweet | 3 | Jean-Paul Cabana | 2 | Dan Bridges | 1971 | ||||
| Jean-Paul Cabana | 2 | Bobby Dragon | 2 | Beaver Dragon | 1978 | ||||
| Stub Fadden | 2 | John Rosati | 2 | Stub Fadden | 1979 | ||||
| Harold Hanaford | 2 | Claude Aubin | 1 | Randy LaJoie | 1984 | ||||
| Dave Pembroke | 2 | Chuck Beede | 1 | Kevin Lepage | 1989 | ||||
| Phil Scott | 2 | Bob Bissell | 1 | Robbie Crouch | 1990 | ||||
| Dave Whitlock | 2 | Chuck Bown | 1 | Dwayne Lanphear | 2001 | ||||
| Ron Barcomb | 1 | Jean-Paul Cyr | 1 | Dave Pembroke | 2002 | ||||
| Dan Beede | 1 | Dennis Demers | 1 | Eric Williams | 2003 | ||||
| Dan Bridges | 1 | Trampas Demers | 1 | Cris Michaud | 2004 | ||||
| Jean-Paul Cyr | 1 | Clem Despault | 1 | Brent Dragon | 2006 | ||||
| Larry Demar | 1 | Beaver Dragon | 1 | Patrick Laperle | 2007 | ||||
| Bill Dennis | 1 | Pete Fecteau | 1 | John Donahue | 2009 | ||||
| Dave Dion | 1 | Johnny Gammell | 1 | Dave Pembroke | 2012 | ||||
| John Donahue | 1 | Junior Hanley | 1 | Nick Sweet | 2013 | ||||
| Beaver Dragon | 1 | Alex Labbe | 1 | ||||||
| Bobby Dragon | 1 | Patrick Laperle | 1 | Two-Segment Winners | |||||
| Brent Dragon | 1 | Butch Lindley | 1 | Not Winning Milk Bowl | |||||
| Johnny Gammell | 1 | Ronnie Marvin | 1 | Ronnie Marvin | 1965 | ||||
| Lee Ingerson | 1 | Dick McCabe | 1 | Chet Wood | 1970 | ||||
| Randy LaJoie | 1 | Sylvain Metivier | 1 | John Rosati | 1971 | ||||
| Dwayne Lanphear | 1 | Derrick O’Donnell | 1 | Pete Fecteau | 2001 | ||||
| Hector Leclair | 1 | Dave Pembroke | 1 | Nick Sweet | 2016 | ||||
| Butch Lindley | 1 | Todd Stone | 1 | ||||||
| Eddie MacDonald | 1 | Nick Sweet | 1 | Drivers Winning All | |||||
| Randy MacDonald | 1 | Russ Urlin | 1 | Three Segments | |||||
| Dick McCabe | 1 | Chet Wood | 1 | Larry Demar | 1967 | ||||
| Cris Michaud | 1 | Dave Dion | 1975 | ||||||
| Joey Polewarczyk Jr. | 1 | Robbie Crouch | 1986 | ||||||
| Eric Williams | 1 | ||||||||
| . | |||||||||
| . | |||||||||
| Segment Winners | Wins | First Win | Last Win | Career Starts | |||||
| Dave Dion | 12 | 1972-1 | 1997-3 | Robbie Crouch | 21 | ||||
| Brian Hoar | 10 | 1997-1 | 2013-1 | Beaver Dragon | 21 | ||||
| Robbie Crouch | 9 | 1980-1 | 1988-3 | Stub Fadden | 21 | ||||
| Jean-Paul Cabana | 6 | 1973-1 | 1989-2 | Bobby Dragon | 20 | ||||
| Jean-Paul Cyr | 6 | 1996-3 | 2012-2 | Phil Scott | 20 | ||||
| Bobby Dragon | 6 | 1969-2 | 2001-2 | Dave Dion | 17 | ||||
| Phil Scott | 6 | 1997-2 | 2007-1 | Jean-Paul Cabana | 16 | ||||
| Larry Demar | 4 | 1966-1 | 1967-3 | Bobby Dragon | 16 | ||||
| Harold Hanaford | 4 | 1962-1 | 1964-2 | Clade Leclerc | 16 | ||||
| Dan Beede | 3 | 1991-1 | 1992-3 | Jean-Paul Cyr | 15 | ||||
| Beaver Dragon | 3 | 1971-3 | 1990-1 | Cris Michaud | 15 | ||||
| Brent Dragon | 3 | 2000-3 | 2009-1 | Dave Whitcomb | 15 | ||||
| Kevin Lepage | 3 | 1984-2 | 1993-1 | Joey Laquerre | 14 | ||||
| Joey Polewarczyk Jr. | 3 | 2006-1 | 2016-2 | Hector Leclair | 14 | ||||
| Nick Sweet | 3 | 2015-3 | 2017-3 | Dave Pembroke | 14 | ||||
| Claude Aubin | 2 | 1976-3 | 1978-1 | Brian Hoar | 13 | ||||
| John Donahue | 2 | 2007-3 | 2008-2 | Gardiner Leavitt | 13 | ||||
| Stub Fadden | 2 | 1982-2 | 1984-3 | Kevin Lepage | 13 | ||||
| Pete Fecteau | 2 | 2001-1 | 2001-3 | Eric Williams | 13 | ||||
| Junior Hanley | 2 | 1992-1 | 1993-3 | Joey Polewarczyk Jr. | 12 | ||||
| Patrick Laperle | 2 | 2005-2 | 2008-1 | Jamie Aube | 11 | ||||
| Lee Ingerson | 2 | 1963-2 | 1964-3 | Ron Barcomb | 11 | ||||
| Russ Ingerson | 2 | 1966-2 | 1966-3 | Jamie Fisher | 11 | ||||
| Randy MacDonald | 2 | 1990-2 | 1992-2 | Patrick Laperle | 11 | ||||
| Ronnie Marvin | 2 | 1965-1 | 1965-2 | Steve Poulin | 11 | ||||
| Cooper MacRitchie | 2 | 2002-1 | 2004-1 | ||||||
| Dick McCabe | 2 | 1978-2 | 1982-3 | Top 5 Finishes | |||||
| John Rosati | 2 | 1971-1 | 1971-2 | Bobby Dragon | 12 | ||||
| Mike Rowe | 2 | 1993-2 | 1994-3 | Robbie Crouch | 11 | ||||
| Tom Tiller | 2 | 1968-1 | 1969-1 | Beaver Dragon | 11 | ||||
| Dave Whitlock | 2 | 1994-1 | 1995-3 | Brian Hoar | 11 | ||||
| Chet Wood | 2 | 1970-1 | 1970-3 | Jean-Paul Cabana | 9 | ||||
| Brad Babb | 1 | 2014-3 | Dave Dion | 8 | |||||
| Mike Bailey | 1 | 2011-2 | Stub Fadden | 8 | |||||
| Ron Barcomb | 1 | 1976-1 | Russ Ingerson | 6 | |||||
| Cody Blake | 1 | 2013-3 | Patrick Laperle | 6 | |||||
| Chuck Bown | 1 | 1982-1 | Hector Leclair | 6 | |||||
| Richard Buzzi | 1 | 1996-1 | Johnny Gammell | 5 | |||||
| Langis Caron | 1 | 1977-2 | Kevin Lepage | 5 | |||||
| Bill Dennis | 1 | 1974-1 | Joey Polewarczyk Jr. | 5 | |||||
| Ed Doggett | 1 | 1969-3 | Phil Scott | 5 | |||||
| Moe Dubois | 1 | 1970-2 | Eric Williams | 5 | |||||
| Jamie Fisher | 1 | 2004-2 | Ron Barcomb | 4 | |||||
| Jim Gallison | 1 | 1968-2 | Jean-Paul Cyr | 4 | |||||
| Johnny Gammell | 1 | 1964-1 | Brent Dragon | 4 | |||||
| Clint Gerard | 1 | 1962-3 | Ralph Nason | 4 | |||||
| Tracy Gordon | 1 | 1995-1 | Nick Sweet | 4 | |||||
| Larry Granger | 1 | 1963-3 | Tom Tiller | 4 | |||||
| Jimmy Hebert | 1 | 2014-2 | |||||||
| Wayne Helliwell Jr. | 1 | 2009-2 | Top 10 Finishes | ||||||
| Doug Hoar | 1 | 1998-3 | Beaver Dragon | 17 | |||||
| Randy LaJoie | 1 | 1985-3 | Stub Fadden | 16 | |||||
| Jay Laquerre | 1 | 2006-1 | Bobby Dragon | 15 | |||||
| Hector Leclair | 1 | 1980-2 | Robbie Crouch | 14 | |||||
| Claude Leclerc | 1 | 1994-2 | Jean-Paul Cabana | 13 | |||||
| Brad Leighton | 1 | 1995-1 | Dave Dion | 13 | |||||
| Butch Lindley | 1 | 1977-3 | Brian Hoar | 12 | |||||
| Rich Lowrey | 1 | 2003-2 | Brent Dragon | 10 | |||||
| Glen Luce | 1 | 2012-3 | Phil Scott | 10 | |||||
| Gilles Lussier | 1 | 1979-2 | Hector Leclair | 9 | |||||
| Eddie MacDonald | 1 | 2014-1 | Kevin Lepage | 9 | |||||
| Paul Martel | 1 | 1965-2 | Eric Williams | 9 | |||||
| Ryan Moore | 1 | 2002-2 | Clade Leclerc | 8 | |||||
| Boomer Morris | 1 | 2015-2 | Dave Pembroke | 8 | |||||
| Ryan Nolin | 1 | 2008-3 | Jamie Fisher | 7 | |||||
| Derrick O’Donnell | 1 | 2015-1 | Patrick Laperle | 7 | |||||
| Scott Payea | 1 | 2006-3 | Nick Sweet | 7 | |||||
| Dave Pembroke | 1 | 2005-1 | |||||||
| Pete Potvin III | 1 | 2010-2 | Active Consecutive | ||||||
| Wes Rosner | 1 | 1983-3 | Joey Polewarczyk Jr. | 12 | |||||
| Jeff Stevens | 1 | 1983-2 | Phil Scott | 8 | |||||
| Lennie Stockwell | 1 | 1968-2 | Brooks Clark | 7 | |||||
| Bobby Therrien | 1 | 2013-2 | Cody Blake | 6 | |||||
| Jocelyn Tremblay | 1 | 1980-3 | Eric Chase | 6 | |||||
| Russ Urlin | 1 | 1989-1 | Trampas Demers | 6 | |||||
| Chad Wheeler | 1 | 1999-2 | Nick Sweet | 6 | |||||
| Dave Whitcomb | 1 | 1996-1 | Jimmy Hebert | 5 | |||||
| rain | 1 | 1979-3 | Jason Corliss | 4 |
.
.
Support Division Winners
| Year | Flying Tiger | ||||
| 1963 | Stub Fadden | ||||
| 1964 | Stub Fadden | ||||
| 1965 | George Horne | ||||
| . | |||||
| Year | Hurricane | Mini Stock | |||
| 1972 | Larry Caron | n/a | |||
| 1973 | Gary Thurston | Frank Hoard | |||
| 1974 | n/a | Joey Laquerre | |||
| 1975 | Charlie Ladd | Jerry Perantoni | |||
| . | |||||
| Year | Limited Sportsman | Mini Stock | |||
| 1976 | Larry Caron | Joey Laquerre | |||
| . | |||||
| Year | Grand American | Mini Stock | |||
| 1977 | Milt Wright | Harry Gammell | |||
| 1978 | n/a | n/a | |||
| 1979 | n/a | Joey Laquerre | |||
| . | |||||
| Year | Flying Tiger | ||||
| 1982 | Jim Gallison | ||||
| 1983 | Joey Laquerre Jr. | ||||
| 1984 | Larry Caron | ||||
| 1985 | Chuck Beede | ||||
| 1986 | Joe Myers | ||||
| . | |||||
| Year | Flying Tiger (High) | Flying Tiger (Low) | Street Stock (High) | Street Stock (Low) | |
| 1987 | Dave Whitcomb | Mark Lanphear | Wally Renfrew | n/a | |
| 1988 | Jim Gallison | Roger Poulin | Gary French | n/a | |
| 1989 | Andy Boright | Clem Despault | Frenchy LaFountain | Ralph Carroll | |
| 1990 | Pat Corbett | n/a | Tony Andrews | Claude Cross | |
| . | |||||
| Year | Flying Tiger | Street Stock | NAPA Legend | ||
| 1991 | Dave Whitcomb | Ron Weston | John Adams | ||
| . | |||||
| Year | Late Model | Flying Tiger (High) | Flying Tiger (Low) | Street Stock | Killer B |
| 1992 | Gary Caron | Paul Hodgdon | Rosaire Cyr | Rick Garand | n/a |
| 1993 | Kevin Lepage | Ricky Roberts | Eric Williams | Richard Gravel | Toby Ebersole |
| 1994 | Lance Ferno | Ricky Roberts | n/a | Kevin Willey | Randy Campbell |
| . | |||||
| Year | Late Model | Flying Tiger (High) | Flying Tiger (Low) | Street Stock (High) | Street Stock (Low) |
| 1995 | Gary Caron | Ricky Dennis | Don Lowell | Seymour Bidwell | Dan Gibbs |
| . | |||||
| Year | Flying Tiger | Street Stock | |||
| 1996 | Ricky Dennis | Tim Martin | |||
| 1997 | Joe Steffen | Bubba Hickory | |||
| 1998 | Cooper MacRitchie | Mike Bailey | |||
| 1999 | John Clark | Bubba Hickory | |||
| 2000 | Dave Wilcox | David Allen | |||
| 2001 | John Donahue | Eddy Companion | |||
| 2002 | Pete Ainsworth Jr. | Ryan Nolin | |||
| . | |||||
| Year | Tiger Sportsman | Street Stock | Junkyard Warrior | ||
| 2003 | Joe Steffen | Aaron Maynard | Jimi Heyder | ||
| 2004 | Brendan Moodie | Nick Sweet | Steve Tracy | ||
| 2005 | Pete Ainsworth Jr. | Lloyd Blakely | Kevin Streeter | ||
| 2006 | Nick Sweet | Eric Badore | Sarah Williams | ||
| 2007 | Nick Sweet | Bobby Therrien | Brett Pierce | ||
| 2008 | Brendan Moodie | Donat Premont | Mike Gay | ||
| 2009 | Shawn Fleury | Tommy Smith | Ken Christman | ||
| 2010 | Derrick O’Donnell | Sid Sweet Jr. | Ken Christman | ||
| 2011 | Derrick O’Donnell | Troy Kingsbury | Jason Woodard | ||
| . | |||||
| Year | Late Model Reserve | Tiger Sportsman | Street Stock | ||
| 2012 | Travis Stearns | Bobby Therrien | Bunker Hodgdon | ||
| . | |||||
| Year | Tiger Sportsman | Street Stock | Rough Rider | ||
| 2013 | Jason Allen | Jason Kenison | Alan Derrington | ||
| . | |||||
| Year | Tiger Sportsman | Street Stock | |||
| 2014 | Mike Martin | Jaden Perry | |||
| 2015 | Doug Crowningshield | Ben Belanger | |||
| 2016 | Brendan Moodie | Nick Pilotte |
