Champions - Current and Past
| Season | Winner | Sponsor | Regular Season | Playoffs |
| Fall 2023 | Iron Army 2.0 | The Barking Frog | Standings | Playoffs |
| Spring 2023 | Drunken Darts | Stinson's Hub | Standings | Playoffs |
| Fall 2022 | Barking Spiders | Kent Countryside Inn | Standings | Playoffs |
| Spring 2022 | The Devil's Rejects | The Barking Frog | Standings | Playoffs |
| Fall 2021 | The Devil's Rejects | The Barking Frog | Standings | Playoffs |
| Spring 2021 | No Season | COVID-19 | ||
| Fall 2020 | No Season | COVID-19 | ||
| Spring 2020 | No Season | COVID-19 | ||
| Fall 2019 | The Devil's Rejects | The Barking Frog | Standings | Playoffs |
| Spring 2019 | BFF5 | The Barking Frog | Standings | Playoffs |
| Fall 2018 | Barking Spiders | Tina's Bar and Restaurant | Standings | Playoffs |
| Spring 2018 | Outkasts | Collins Ale House | Standings | Playoffs |
| Fall 2017 | Highlanders | The Tilted Kilt | Standings | Playoffs |
| Spring 2017 | Highlanders | The Tilted Kilt | Standings | Playoffs |
| Fall 2016 | Highlanders | The Tilted Kilt | Standings | Playoffs |
| Spring 2016 | New Desperados | Stinson's Hub | Standings | Playoffs |
| Fall 2015 | Pit Bulls | Karen's Bar and Grill | Standings | Playoffs |
| Spring 2015 | Shooters | Stinson's Hub | Standings | Playoffs |
| Fall 2014 | Barking Spiders | Tina's Bar and Restaurant | Standings | Playoffs |
| Spring 2014 | Pit Bulls | Karen's Bar and Grill | Standings | Playoffs |
| Fall 2013 | Pit Bulls | Monkey Maghees | A-B Standings C-D Standings | |
| Spring 2013 | Pink Fuzzy Bunnies | Karen's Bar and Grill | Standings | |
| Fall 2012 | Pink Fuzzy Bunnies | Karen's Bar and Grill | Standings | |
| Spring 2012 | Thomas J. All Stars | Karen's Bar and Grill | Standings | |
| Fall 2011 | Tripp Squad | Karen's Bar and Grill | Standings | |
| Spring 2011 | Tripp Squad | Karen's Bar and Grill | Standings | |
| Fall 2010 | Assassins | Dogwood Knolls | Standings | |
| Spring 2010 | Tripp Squad | Sue's Hideaway Cafe | Standings | |
| Fall 2009 | Tripp Squad | Sue's Hideaway Cafe | Standings | |
| Spring 2009 | Barking Spiders | Tina's Bar and Restaurant | ||
| Fall 2008 | Tripp Squad | Sue's Hideaway Cafe | ||
| Spring 2008 | Tripp Squad | Sue's Hideaway Cafe | ||
| Fall 2007 | Tripp Squad | Sue's Hideaway Cafe | ||
| Spring 2007 | Tripp Squad | Sue's Hideaway Cafe | ||
| 2004-2005 | Desperados | Jets Place | ||
| 2004-2005 | Desperados | Jets Place | ||
| 2003-2004 | Desperados | Jets Place | ||
| 2002-2003 | Outsiders | |||
| 2001-2002 | Outsiders | |||
| Winter 2000-01 | Ellies | |||
| Winter 1999-00 | Lionheart | |||
| Winter 1998-99 | Scavengers | |||
| Summer 1998 | Ring Wraiths | |||
| Winter 1997-98 | Left Overs | |||
| Summer 1997 | Desperados | |||
| Winter 1996-97 | Desperados | |||
| Summer 1996 | Desperados | |||
| Winter 1995-96 | Desperados | |||
| Summer 1995 | Binfords | |||
| Winter 1994-95 | Desperados | |||
| Summer 1994 | Knighty Knights | |||
| Winter 1993-94 | Desperados | |||
| Summer 1993 | Desperados | |||
| Winter 1992-93 | Desperados | |||
| Summer 1992 | Desperados | |||
| Winter 1991-92 | Shooters | |||
| Summer 1991 | Tokers | LaFonda DeSol | ||
| Winter 1990-91 | Desperados | LaFonda DeSol | ||
| Summer 1990 | Gringos | LaFonda DeSol | ||
| Winter 1989-90 | Tokers | Southern Dutchess Bowl | ||
| Summer 1989 | Tokers | Southern Dutchess Bowl | ||
| Winter 1988-89 | Tokers | Southern Dutchess Bowl | ||
| Summer 1988 | Tokers | Tinderbox | ||
| Fall/Winter 1987-88 | Tinas | Tina's Bar and Restaurant | ||
| Spring/Summer 1987 | Tokers | Tinderbox | ||
| Fall/Winter 1986-87 | Tokers | Tinderbox | ||
| Summer 1986 | Henry's Tokers | Tinderbox | ||
| Winter/Spring 1986 | Hopewell Inn | Hopewell Inn | ||
| Winter 1985 | Tinderbox I | Tinderbox | ||
| Spring/Summer 1985 | Touponse II | Touponse II | ||
| Winter 1984-85 | Henry's English Pub | Henry's English Pub | ||
| Summer 1984 | Henry's English Pub | Henry's English Pub |