Boston Park League Champions & Awards
Browse league champions, finalists and special award winners throughout Boston Park League history. Award histories are presented in full, with the most recent winners first.
Park League Champions & Finalists
1929–2026
| Year | Champion | Runner-Up |
|---|---|---|
| 2026 | Brighton Braves | Triple D’s |
| 2025 | TJO Sports | Extra Innings Braves |
| 2024 | Extra Innings Braves | TJO Sports |
| 2023 | Extra Innings Braves | Boston Athletics |
| 2022 | Extra Innings Braves | Boston Athletics |
| 2021 | TJO Sports | ADSL |
| 2020 | Tommy Lenane (Boston Athletics), Joe Lomuscio | TJO Sports |
| 2019 | ADSL | Extra Innings Braves |
| 2018 | ADSL | TJO Sports |
| 2017 | TJO Sports | Padres |
| 2016 | Towne Club | TJO Sports |
| 2015 | Palmer Club | ASDL |
| 2014 | Palmer Club | TJO Sports |
| 2013 | Cannon Club | Palmer |
| 2012 | Carlson Club | Cannon |
| 2011 | Carlson Club | JM Force |
| 2010 | Carlson Club | Palmer |
| 2009 | Carlson Club | Stockyard |
| 2008 | Grossman Marketing | Carlson Club |
| 2007 | Padres | Stockyard |
| 2006 | Palmer Club | Padres |
| 2005 | Stockyard | Palmer Club |
| 2004 | Palmer Club | Carlson Club |
| 2003 | Palmer Club | Walsh Club |
| 2002 | Palmer Club | Hines/ADSL |
| 2001 | Hines/ADSL | Mass. Envelope |
| 2000 | Mass. Envelope | Palmer Club |
| 1999 | Palmer Club | Larkin Club |
| 1998 | Mass. Envelope | Towne Club |
| 1997 | Larkin Club | Mass. Envelope |
| 1996 | Larkin Club | Mass. Envelope |
| 1995 | Larkin Club | MRA D’s |
| 1994 | ADSL/Avi Nelson | Larkin Club |
| 1993 | Serra Club | ADSL/Avi Nelson |
| 1992 | Mass. Envelope | Triple D’s |
| 1991 | Towne Club | ADSL/Avi Nelson |
| 1990 | Hyde Park Sports | Triple D’s |
| 1989 | ADSL | Hyde Park Sports |
| 1988 | Triple D’s | Towne Club |
| 1987 | Triple D’s | Great Scott |
| 1986 | Hyde Park Sports | Triple D’s |
| 1985 | Towne Club | Great Scott |
| 1984 | Towne Club | Conley Club |
| 1983 | Mass. Envelope | Conley Club |
| 1982 | Mass. Envelope | Triple D’s |
| 1981 | Triple D’s | Great Scott |
| 1980 | Mahoney Club | Triple D’s |
| 1979 | Supreme Saints | Mary Ann’s |
| 1978 | Conley Club | Supreme Saints |
| 1977 | Mass. Envelope | Supreme Saints |
| 1976 | Conley Club | Supreme Saints |
| 1975 | Mass. Envelope | Conley Club |
| 1974 | Mass. Envelope | Conley Club |
| 1973 | Mass. Envelope | Conley Club |
| 1972 | Conley Club | Supreme Saints |
| 1971 | Franklin Club | Supreme Saints |
| 1970 | Mass. Envelope | Woolf Club |
| 1969 | Craven Club | Supreme Saints |
| 1968 | Woolf Club | Craven Club |
| 1967 | Supreme Saints | Mass. Envelope |
| 1966 | Herb Connelly Club | Supreme Saints |
| 1965 | Herb Connolly Club | Carlevale Braves |
| 1964 | Supreme Saints | Herb Connolly Club |
| 1963 | Supreme Saints | Bottomley Braves |
| 1962 | Kelly Club | Supreme Saints |
| 1961 | Charlestown Hawks | Dorchester Royals |
| 1960 | St. Paul’s | McCormack |
| 1959 | St. Paul’s | McCormack |
| 1958 | Charlestown Cardinals | McCormack |
| 1957 | St. Paul’s | Crosby Club |
| 1956 | McCormack Club | St. Paul’s |
| 1955 | St. Paul’s | Bryan Club |
| 1954 | St. Paul’s | Bryan Club |
| 1953 | St. Paul’s | Bryan Club |
| 1952 | Hal Crosby Club | Jeveli Club |
| 1951 | Boston Elks | Crosby Club |
| 1950 | Kane Chevrolet | Jeveli Club |
| 1949 | Crownburners | Hyde Sq. Vets |
| 1948 | Crownburners | Dick Casey Club |
| 1947 | Dick Casey Club | Linehan Club |
| 1946 | Veterans Administration | Dick Casey Club |
| 1945 | Navy Yard AA | Linehan Club |
| 1944 | Dick Casey Club | Watertown Arsenal |
| 1943 | Dick Casey Club | Navy Yard |
| 1942 | Dick Casey Club | Navy Yard |
| 1941 | Dick Casey Club | Tobin Club |
| 1940 | Dick Casey Club | Roslindale Town Team |
| 1939 | Dick Casey Club | St. Augustine’s |
| 1938 | St. Augustine’s | Holy Name |
| 1937 | Dick Casey Club | Jordan Marsh |
| 1936 | Roslindale Wolfs | Jordan Marsh |
| 1935 | Jordan Marsh | Roslindale TT |
| 1934 | Jordan Marsh | Dick Casey Club |
| 1933 | Roslindale Town Team | Mulry Club |
| 1932 | St. Thomas | Roslindale Town Team |
| 1931 | St. Thomas | Edison Light |
| 1930 | Agawam A.A. | Gurnett & Co. |
| 1929 | St. Thomas, J.P. | South End Athletics |
Bob Cusick/Walt Mortimer Most Valuable Award
| Year | Recipient / Team |
|---|---|
| 2025 | Mike Smith, E.I. Braves |
| 2024 | Dante D’Avanzo, TJO Sports |
| 2023 | Mike Smith, E.I. Braves |
| 2022 | Mike Smith, EI Braves |
| 2021 | Alex Wong, Boston Athletics |
| 2020 | Tommy Lenane (Boston Athletics), Joe Lomuscio (TJO Sports) |
| 2019 | Jim Perron, Towne Club |
| 2018 | Chris Hoyt, Towne Club |
| 2017 | Jorge Geronimo, Padres |
| 2016 | Johnny Phelan, Palmer Club |
| 2015 | Chris Hoyt, Towne Club |
| 2014 | Alex Venditti, Towne Club |
| 2013 | Eddie Newton, Cannon Club |
| 2012 | Pete Greskoff, Cannon Club |
| 2011 | Kevin McGlinchy, Carlson Club |
| 2010 | Manuel Soto, Padres |
| 2009 | Adam Wozniak, Palmer Club |
| 2008 | Marvin Malaret, Carlson Club |
| 2007 | Matt Boudrow, Palmer Club |
| 2006 | Mike Ross, Padres |
| 2005 | J.P. Songin, Palmer Club |
| 2004 | Adam Wozniak, Palmer Club |
| 2003 | Brian Ferrari, Palmer Club |
| 2002 | Hal Carey, Walsh Club |
| 2001 | Miquel Baez, Hines/ADSL |
| 2000 | Chino Roman, Mass. Envelope |
| 1999 | Sean Russell, Palmer Club |
| 1998 | Darwin Hernandez, Mass. Envelope |
| 1997 | Brian Reilly, Palmer Club |
| 1996 | Carl Anderson, Larkin Club |
| 1995 | Chris Taylor, Towne Club |
| 1994 | Rosendo Rentas, ADSL/Avi Nelson |
| 1993 | Mike Carista, Serra Club |
| 1992 | Jeff January, Mass. Envelope |
| 1991 | Tim Finnegan, Towne Club |
| 1990 | Jeff Toussaint, Towne Club |
| 1989 | Pablo Reyes, ADSL |
| 1988 | Jim Mulry, Triple D’s |
| 1987 | Leo Smith, Great Scott |
| 1986 | Bill O’Leary, Triple D’s |
| 1985 | Leo Smith, Great Scott |
| 1984 | Larry Hill, Towne Club |
| 1983 | Charlie Ferro, Great Scott |
| 1982 | Jim Mello, Mass. Envelope |
Art Nowell Pitcher’s Award (new for 2015)
Award introduced in 2015.
| Year | Recipient / Team |
|---|---|
| 2025 | Mike Connolly, ADSL |
| 2024 | Mike Smith, E.I. Braves & Zach Wensley, ADSL |
| 2023 | Mike Smith, E.I. Braves |
| 2022 | Nick Johnson, Sabers Baseball |
| 2021 | Jon Shepard, Boston Athletics |
| 2020 | Henry Ennen, ADSL |
| 2019 | Fernando Burgos, ADSL |
| 2018 | Greg Tobin, TJO Sports |
| 2017 | Fernando Burgos, Cannon Club |
| 2016 | Ken Henry, Palmer Club |
| 2015 | Josh Desai, ADSL |
Dick Casey Memorial Sportsmanship Award
| Year | Recipient / Team |
|---|---|
| 2025 | Joaquin Figueroa, Boston Padres |
| 2024 | Jason Leonard, ADSL |
| 2023 | Alex Vendetti, Palmer Club |
| 2020 | Matt Kerin, Boston Athletics |
| 2019 | Pat Williamson, TJO Sports |
| 2018 | Alex Venditti, Towne Club |
| 2017 | Kevin MacIntyre, TJO Sports |
| 2016 | Ivan Colon, Cannon Club |
| 2015 | Paul Duhaime, Jerimiah Burke High School Baseball |
| 2014 | Matt Lipsett, Palmer Club |
| 2013 | Aki Nakamura, Carlson Club |
| 2012 | Mike Stefaniak, JM Force |
| 2011 | Jason Kiley, Cannon Club |
| 2010 | Pete Zak, Cannon Club |
| 2009 | Chris Plant, Padres |
| 2008 | Bob Austin, Stockyard |
| 2007 | Dave O’Sullivan, Hines/ADSL |
| 2006 | Hal Carey, Stockyard. |
| 2005 | Derek Grudinskas, Palmer Club |
| 2004 | Jim Klocek, Towne Club |
| 2003 | Brian Reilly, Palmer Club |
| 2002 | John Hauck, Larkin Club |
| 2001 | Peter Moyer, Avi Nelson Club |
| 2000 | Tim Finnegan, Towne Club |
| 1999 | Bill McDougall, Towne Club |
| 1998 | Kevin Bailey, ADSL |
| 1997 | Scott “Scooter” Govoni, Larkin Club |
| 1996 | Jeff Toussaint, Towne Club |
| 1995 | Josh Powell, ADSL/Avi Nelson |
| 1994 | Jim Cody, ADSL/Avi Nelson |
| 1993 | Pablo Reyes, ADSL/Avi Nelson |
| 1992 | Rick Baugh, Larkin Club |
| 1991 | Charlie Ferro, Great Scott |
| 1990 | John Dunbar, Simonelli Club |
| 1989 | Jim Vershbow, Larkin Club |
| 1988 | Harvey Krupnick, Mass. Envelope |
| 1987 | Mike Hluska, Larkin Club |
| 1986 | Chris Patsos, Mass. Envelope |
| 1985 | Jim Mealy, Hyde Park Sports |
| 1984 | Leo Smith, Great Scott |
| 1983 | Bob Murray, Great Scott |
| 1982 | George Banks, Great Scott |
Bill Benson Memorial Rookie of the Year Award
| Year | Recipient / Team |
|---|---|
| 2025 | Tom Pender, ADSL |
| 2024 | Jake Plata, E.I. Braves & Jake Maydak, TJO sports |
| 2023 | Elvis Rojas, Mass Envelope |
| 2022 | Ayrton DiPina, TJO Sports & Nick Johnson, Sabers Baseball |
| 2021 | Eric Gage, Mass. Envelope |
| 2020 | Dave Neil, TJO Sports |
| 2019 | Tim Noone, TJO Sports |
| 2018 | Nick Herzog, ADSL |
| 2017 | Andrew Elliott, ADSL |
| 2016 | Matt Trevelone, Towne Club |
| 2015 | Jorge Geronimo, Padres |
| 2014 | Chris Hoyt, Towne Club |
| 2013 | Dan Gad, TJO Sports |
| 2012 | Alex Chetelat, West Roxbury Bluefish |
| 2011 | Cody Boek, Irish Village |
| 2010 | Max Vigliotti, Stockyard |
| 2009 | Pat Connolly, Towne Club |
| 2008 | Ben McBride, Hines/ADSL |
| 2007 | Dan Zailskas, Stockyard |
| 2006 | Rony Mercado, Carlson |
| 2005 | Matt Perrin, Hines / ADSL |
| 2004 | Dorian Rojas, Carlson Club |
| 2003 | Bill Sittig, Walsh Club |
| 2002 | Brian Ferrari, Palmer Club |
| 2001 | Adam Wozniak, Palmer Club |
| 2000 | Mike Wysong, Palmer Club |
| 1999 | Jim Smith, Towne Club |
| 1998 | Jarrod Carter, Avi Nelson Club |
| 1997 | Steve McMann, Larkin Club |
| 1996 | Mike Lomuscio, Palmer Club |
| 1995 | Jim Holt, MRA D’s |
| 1994 | Todd Murray, Larkin Club |
| 1993 | Chris DeFlumeri, Serra Club |
| 1992 | Zach Soolman, Larkin Club |
| 1991 | Chris Eggert, Great Scott |
| 1990 | Dave Cunningham, Larkin Club |
| 1989 | Jim Caeran, Hyde Park Sports |
| 1988 | Joe Rizzo, Simonelli Club |
| 1987 | Steve Higgins, Towne Club |
| 1986 | Brian Conroy, Ashley Club |
| 1985 | Bob Turner, Simonelli Club |
| 1984 | Joe Killilea, Hyde Park Sports |
| 1983 | Brian Reale, Millstream |
| 1982 | Steve Reynolds, Millstream |
Gerry McCarthy/Bill Mahoney Manager’s Award
| Year | Recipient / Team |
|---|---|
| 2025 | Bob Johnson, TJO Sports |
| 2024 | Jason Leonard, ADSL |
| 2023 | JP Songin, Palmer Club |
| 2022 | James Greeley, EI Braves |
| 2021 | Bob Johnson, TJO Sports |
| 2020 | Franz Starssman & Jason Bressner, Mass Envelope/GM |
| 2019 | Jim Cody, ADSL |
| 2018 | James Cody, ADSL |
| 2017 | Paul Cleary, Dave Sullivan, & Jared Blandino, ADSL |
| 2016 | Grant Bowen & Mike Stefaniak, Towne Club |
| 2015 | James Cody, ADSL |
| 2014 | J.P. Songin, Palmer Club |
| 2013 | Bob Johnson, TJO Sports |
| 2012 | Mike Aiena, Cannon Club |
| 2011 | Harvey Soolman, JM Force |
| 2010 | Nick Faggas, Carlson Club |
| 2009 | Rich Figueroa, Carlson Club |
| 2008 | Franz Strassman, Grossman Marketing |
| 2007 | Ed Neal, Boston Padres |
| 2006 | Steve Busby, Stockyard |
| 2005 | Mike Aiena, Cannon Club |
| 2004 | Ed Neal, Padres |
| 2003 | Sean Fay, Mass. Envelope |
| 2002 | Greg Digirolamo & Derek Grudinskas, Palmer Club |
| 2001 | Jim Cody & Jim Collyer, Hines/ADSL |
| 2000 | Rich Figueroa, Mass. Envelope |
| 1999 | Marty Nastasia, Flanagan Club |
| 1998 | Mike Nyhan, Mass. Envelope |
| 1997 | Bill Mahoney, Larkin Club |
| 1996 | Greg Digirolamo & Derek Grudinskas, Palmer Club |
| 1995 | Bill Mahoney, Larkin Club |
| 1994 | Bill Mahoney, Larkin Club |
| 1993 | John Capo, Serra Club |
| 1992 | Jim Mello, Mass. Envelope |
| 1991 | Rick Nash, Towne Club |
| 1990 | Bob Powers, Great Scott |
| 1989 | Josh Powell, ADSL |
| 1988 | Bill Mahoney, Larkin Club |
| 1987 | Leo Casey, Triple D’s |
| 1986 | Terry O’Malley, Hyde Park Sports. |
| 1985 | Terry O’Malley, Hyde Park Sports. |
| 1984 | Skip Landry, Towne Club |
| 1983 | Mark McHugh, Mass. Envelope |
Jean Yawkey/Boston Park League Baseball – College Scholarship Award
| Year | Recipient / Team |
|---|---|
| 2023 | Freddy Urena, Mass Envelope, Community College of Baltimore County |
| 2022 | Aytron DiPina, TJO Sports, Wentworth Institute of Technology |
| 2021 | Jason Sullivan, Boston Padres |
| 2019 | Maynel Fuentes, Padres |
| 2018 | Wanderson Pinales, Boston Padres/UMass Boston |
| 2017 | Tommy Shimchak, Cannon Club / Suffolk University |
| 2016 | Joaquin Figueroa, Padres |
| 2015 | John Arens, ADSL |
| 2014 | Jessy Valdez, Padres/Dean College |
| 2013 | Jose Pena – UMass Boston & ADSL |
| 2012 | Ivan Colon, Cannon Club/Framingham State University |
| 2011 | Ed Newton, Cannon Club |
| 2010 | Osvaldo Santana – Padres |
| 2009 | Sean Cleary – Hines/ADSL |
| 2008 | Geury Alonzo – Irish Village/Salem State |
| 2007 | Jason Whittier, Cannon Club/UMass Amherst |
| 2006 | Jay Turner, Stockyard/ MIT |
| 2005 | Dorian Rojas, Carlson Club/Cumberland College & Mike Regan, Irish Village/Trinity College |
| 2004 | Jim Pierce, Hines-ADSL/Thomas College |
| 2003 | Rob Lomuscio, Walsh Club/U. Mass. Dartmouth |
| 2002 | Mike Dilalla, Larkin Club/U. Mass. Boston |
| 2001 | Greg Stack, Palmer Club/Stonehill College |
| 2000 | Brandon Cody, Mass. Envelope/Amherst College |
| 1999 | Steve McCabe, Larkin Club/Babson College |
| 1998 | Mike Lomuscio, Palmer Club/Northeastern University |
| 1997 | Jaime Quiros, ADSL/Boston College |
| 1996 | Josh Finn, Mass. Envelope/State University of New York at Albany |
| 1995 | Chris Anderson, Larkin Club/U. Mass. Boston & David Muller, Towne Club/Brandeis University |
| 1994 | Mike Curran, Serra Club/Boston University |
Dan Roberts/Dick Clegg Memorial Umpires Award
| Year | Recipient / Team |
|---|---|
| 2025 | Greg Digirolamo |
| 2024 | Carl Rodriquez |
| 2023 | Brian Driscoll |
| 2022 | Chuck Furlong |
| 2021 | Glenn Cole |
| 2020 | Mike Hinojosa |
| 2019 | Jim Kelly |
| 2018 | Charlie Campbell |
| 2017 | Brendon McCarthy |
| 2016 | Joe Peters |
| 2015 | Glenn Cole |
| 2014 | Charlie Campbell |
| 2013 | Gerry Bilodeau |
| 2012 | Bob Long |
| 2011 | Ed McAvinn |
| 2010 | Ed Smallcomb |
| 2009 | Matt Carlin |
| 2008 | Jim Kelly |
| 2007 | Charlie Campbell |
| 2006 | Paul Brooks |
| 2005 | Joe Peters |
| 2004 | Tom Apprille |
| 2003 | Bill Story |
| 2002 | Chris Marshall |
| 2001 | Tom Ryberg |
| 2000 | Tim Carey |
| 1999 | Bob Long |
| 1998 | Walt Bentson |
| 1997 | Mike Sadowski |
| 1996 | Mike Fata |
| 1995 | Pat Burns |
| 1994 | Peter Jaworski |
| 1993 | Lee Hutchens |
| 1992 | Walt Mortimer |
| 1991 | Gerry Bilodeau |
| 1990 | Joe Cacciatore |
| 1989 | Joe Driscoll |
| 1988 | John Casey |
| 1987 | John O’Shaughnessy |
| 1986 | Joe Keleher |
| 1985 | Dick Clegg |
| 1984 | Mike Browne |
| 1983 | Jim McNally |
| 1982 | Bill Stewart Jr. |
Red Johnson/Eddie Miller Alumni Award
| Year | Recipient / Team |
|---|---|
| 2019 | Charles ‘Curley’ Peterson |
| 2018 | Walter Mortimer |
| 2017 | Jim Cody, ADSL |
| 2016 | Ed Neal, Padres |
| 2015 | Steve Busby, Austin Prep Baseball |
| 2014 | Terence O’Malley |
| 2013 | Eddie Miller |
| 2012 | Dr. Bob Wilkinson, HOF 1993 |
| 2011 | Jack Kearns |
| 2010 | Jack Fahey |
| 2009 | Jayson King |
| 2008 | Armand Veneziano |
| 2007 | Reverand Jim Keurulainen |
| 2006 | Jim Collyer |
| 2005 | Gerry Kenneally |
| 2004 | Harvey Soolman |
| 2003 | Tony Langone |
| 2002 | Dick Tierney |
| 2001 | Frank Niles |
| 2000 | John Bitetti |
| 1999 | Steve Pecevich |
| 1998 | Harry Wallbank |
| 1997 | Rick Nashe |
| 1996 | George DiBenedetto |
| 1995 | John Kelliher |
| 1994 | Bernie Accardi |
| 1993 | Tom Menino |
| 1992 | Jim Collyer |
| 1991 | Dick Holmstrom |
| 1990 | Avi Nelson |
| 1989 | Bob Kurkjian |
| 1988 | Eddie Miller |
| 1987 | Judge William Hogan |
| 1986 | Jack Simpson |
| 1985 | Ray Flynn |
| 1984 | Tony Marmo |
| 1983 | Bill Walsh |
| 1982 | Judge Charles Artisani |
Thomas Yawkey Memorial Sportsman Award
| Year | Recipient / Team |
|---|---|
| 2019 | Mick Blume, Red Sox Foundation |
| 2018 | Candice Gartley |
| 2017 | Ed Carrigan, Padres |
| 2016 | Mary Ellen Grossman, Grossman Marketing |
| 2015 | Scott Hampe, Grossman Marketing |
| 2014 | Steve Buckley |
| 2013 | Rico Mochizuki, Red Sox Foundation |
| 2012 | Ken Still, Boston Public Schools Athletic Director |
| 2011 | Joe Paolucci |
| 2010 | Jed Hoyer |
| 2009 | Curt Schilling |
| 2008 | John “Sugar” Whelan |
| 2007 | Jerry Trupiano |
| 2006 | Dom Mignosa |
| 2005 | Johnny Pesky |
| 2004 | Elliot Driben |
| 2003 | Norm Govoni |
| 2002 | Dick Berardino |
| 2001 | Mary Ellen Grossman |
| 2000 | Ron Burton Jr. |
| 1999 | Dan Duquette |
| 1998 | Justine Liff |
| 1997 | Alan Larkin |
| 1996 | Edgar Grossman |
| 1995 | John Buckley |
| 1994 | Bill Gutfarb |
| 1993 | John Harrington |
| 1992 | John Bruno |
| 1991 | Al Thomas |
| 1990 | John Kelliher |
| 1989 | Bill Flynn |
| 1988 | Joe Morgan |
| 1987 | Bob Powers |
| 1986 | Jim O’Leary |
| 1985 | Roland Gariepy Sr. |
| 1984 | Howie Stein |
| 1983 | Eddie Pellagrini |
| 1982 | Arthur Riley |
Huck Geary/Dr. Bob Wilkinson Achievement Award
| Year | Recipient / Team |
|---|---|
| 2023 | South Shore Giants Foundation |
| 2022 | Jerry Trupiano |
| 2019 | Steve Busby, Austin Prep |
| 2018 | Mike Aiena |
| 2017 | Bill Mahoney, Past President & Brighton HS Baseball Coach |
| 2016 | Brendan Eygabroat, U. Mass. Boston Baseball Coach |
| 2015 | Dan Merzel, professional umpire |
| 2014 | Marty Walsh |
| 2013 | Frank Niles |
| 2012 | Pete Frates, Boston College |
| 2011 | John Casey |
| 2010 | Brian Reilly |
| 2009 | Richard H. (Rico) Bailey |
| 2008 | Owen Carlson |
| 2007 | Matt Noone |
| 2006 | Rich Hill |
| 2005 | Manny DelCarmen |
| 2004 | Mike Swiecicki |
| 2003 | Paul McCaffrey |
| 2002 | Norm Walsh |
| 2001 | Chris Piela |
| 2000 | Tinker Connelly |
| 1999 | Walt Bentson |
| 1998 | Moe Maloney |
| 1997 | Neil McPhee |
| 1996 | Joe Walsh |
| 1995 | Dan Donato |
| 1994 | Steve Connelly |
| 1993 | Jim Mello |
| 1992 | Brian Conroy |
| 1991 | Mary Hines |
| 1990 | Jean Yawkey |
| 1989 | Bill Cleary |
| 1988 | Josh Powell |
| 1987 | Adam Mroz & Walter Sgroi. |
Johnny MacDonald Memorial Defensive Player of the Year Award
| Year | Recipient / Team |
|---|---|
| 2025 | Matt Deshiro, TJO Sports |
| 2024 | Sam Steeves, TJO Sports |
| 2023 | Sam Steeves, TJO Sports |
| 2022 | Sam Steeves, TJO Sports |
| 2021 | Ben McKenzie, TJO Sports |
| 2020 | Joe Lomuscio, TJO Sports |
| 2019 | Eddie Riley, ADSL |
| 2018 | Eddie Riley, ADSL |
| 2017 | Erick Ramirez, Padres |
| 2016 | Johnny Phelan, Palmer Club |
| 2015 | Josh Ellis, ADSL |
| 2014 | Eddie Newton, Cannon Club |
| 2013 | CJ Flannery, Cannon Club |
| 2012 | Johnny Phelan, Palmer Club |
| 2011 | Rick Salvucci, Grossman Marketing |
| 2010 | Joe Hough, Stockyard |
| 2009 | Gregg Stack, Palmer Club |
| 2008 | Josue Feliciano, Carlson Club |
| 2007 | Gregg Stack, Palmer Club |
| 2006 | Jim Pierce, Hines/ADSL |
| 2005 | Todd Bersaglieri, Cannon Club |
| 2004 | Zach Golden, Mass. Envelope |
| 2003 | Scott Keurulainen, Palmer Club |
Presidents Award (not awarded annually)
This award is not presented annually.
| Year | Recipient / Team |
|---|---|
| 2018 | Walter Mortimer |
| 2000 | Patricia Tonsberg, ADSL Medical Technician |
| 1999 | Connie Spillane, Founder of the Cranberry Baseball League |
| 1996 | Dr. Bob Wilkinson, HOF-1993/President 1996-2001 |
| 1990 | Bob Powers, Great Scott/HOF-1994 |
Jean Yawkey Memorial Playoff MVP Trophy
| Year | Recipient / Team |
|---|---|
| 2025 | Ian Ostberg & Jackson Brinker, TJO Sports |
| 2024 | Mike Smith, E.I. Braves |
| 2023 | Jack McLaughlin, E.I. Braves |
| 2022 | Mike Smith, E.I. Braves |
| 2021 | Stephen Simoes & Sam Steeves, TJO Sports |
| 2020 | Tommy Lenane, Boston Athletics |
| 2019 | Ben Gottesman, Bobby Tramondozzi, Eddie Riley – ADSL |
| 2018 | Fernando Burgos, ADSL |
| 2017 | Jamie Timothy & Derek Reddy, TJO Sports |
| 2016 | Rory Ziomek, Towne Club |
| 2015 | Kyle Musco, Palmer |
| 2014 | P.J. Gouthro, Palmer Club |
| 2013 | Ivan Clemente & Bobby Sabatino, Cannon Club |
| 2012 | Dorian Rojas & Wandy Rosario, Carlson Club |
| 2011 | Dorian Rojas, Carlson Club |
| 2010 | Pablo Reyes, Carlson Club |
| 2009 | Yulkin German, Carlson Club |
| 2008 | Scott Hampe, Grossman Marketing |
| 2007 | Darwin Mesa, Boston Padres |
| 2006 | Pete Lucido & Ken Henry, Palmer Club |
| 2005 | Justin Waskawicz, Stockyard |
| 2004 | Greg Stack, Palmer Club |
| 2003 | Brian Ferrari, Palmer Club |
| 2002 | Brian Ferrari, Palmer Club |
| 2001 | Kevin Baily, Hines/ADSL |
| 2000 | Chino Roman, Mass. Envelope |
| 1999 | Kevin O’Leary, Palmer Club |
| 1998 | John Blaine, Mass. Envelope |
| 1997 | Zach Soolman, Larkin Club |
| 1996 | Carl Anderson & Marty Canavan, Larkin Club |
| 1995 | Carl Anderson, Larkin Club |
Playoff MVP Trophy renamed in honor of John Kelliher in 1995. |
|
| 1994 | Errol Fagone, ADSL/Avi Nelson Club |
| 1993 | Mike Carista, Serra Club |
| 1992 | Derek January, Mass. Envelope |
| 1991 | Steve Higgins, Towne Club |
| 1990 | Ted Novio, Hyde Park Sports |
| 1989 | Pablo Reyes, ADSL |
| 1988 | Bill O’Leary, Triple D’s |
| 1987 | Tom Otto, Triple D’s |
| 1986 | Buzz Beede, Hyde Park Sports |
| 1985 | Leo Smith, Great Scott |
| 1984 | John Andon, Towne Club |
William J. Stewart Jr. Championship Trophy
| Year | Recipient / Team |
|---|---|
| 2026 | Brighton Braves |
| 2025 | TJO Sports |
| 2024 | Extra Innings Braves |
| 2023 | Extra Innings Braves |
| 2022 | Extra Innings Braves |
| 2021 | TJO Sports |
| 2020 | Boston Athletics |
| 2019 | ADSL |
| 2018 | ADSL |
| 2017 | TJO Sports |
| 2016 | Towne Club |
| 2015 | Palmer Club |
| 2014 | Palmer Club |
| 2013 | Cannon Club |
| 2012 | Carlson Club |
| 2011 | Carlson Club |
Hal Crosby Regular Season Championship Trophy
| Year | Recipient / Team |
|---|---|
| 2025 | Extra Innings Braves |
| 2024 | TJO Sports |
| 2023 | Extra Innings Braves |
| 2022 | Extra Innings Braves |
| 2021 | Boston Athletics |
| 2020 | TJO Sports |
| 2019 | Extra Innings Braves |
| 2018 | Boston Athletics |
| 2017 | ADSL |
| 2016 | Palmer Club |
| 2015 | Palmer Club |
| 2014 | Palmer Club |
| 2013 | Cannon Club |
| 2012 | Carlson Club |
| 2011 | Carlson Club |
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