| Dover Plains | Rhinebeck | Spackenkill | |||||||||||||||||||
| Year | W | L | CL | S | Accomp | Year | W | L | CL | S | Accomp | Year | W | L | CL | S | Accomp | ||||
| 2000 | 7 | 13 | C | 1 | 2000 | 6 | 14 | 9 | 2000 | 6 | 13 | 9 | |||||||||
| 2001 | 14 | 9 | C | 1 | 2001 | 12 | 10 | C | 9 | Sect 9 C Champs | 2001 | 8 | 12 | C | 9 | ||||||
| 2002 | 14 | 9 | C | 1 | Sect 1 C Semis | 2002 | 2 | 17 | 9 | 2002 | 17 | 6 | C | 9 | Sect 9 C Champs | ||||||
| 2003 | 5 | 14 | 1 | 2003 | 7 | 13 | 9 | 2003 | 8 | 12 | 9 | ||||||||||
| 2004 | 11 | 11 | B | 1 | 2004 | 7 | 15 | C | 9 | Sect 9 C Semis | 2004 | 2 | 18 | 9 | |||||||
| 2005 | 10 | 11 | B | 1 | 2005 | 5 | 14 | B | 9 | 2005 | 6 | 12 | 9 | ||||||||
| 2006 | 9 | 12 | B | 1 | 2006 | 6 | 13 | 9 | 2006 | 10 | 14 | B | 9 | Sect 9 B Champs | |||||||
| 2007 | 8 | 13 | B | 1 | 2007 | 7 | 12 | 9 | 2007 | 7 | 13 | B | 9 | ||||||||
| 2008 | 3 | 16 | 1 | 2008 | 2 | 18 | 9 | 2008 | 12 | 9 | B | 9 | |||||||||
| 2009 | 3 | 16 | 1 | 2009 | 8 | 13 | B | 9 | Sect 9 B Semis | 2009 | 13 | 10 | B | 9 | Sect 9 B 2nd | ||||||
| 2010 | 9 | 9 | B | 1 | 2010 | 11 | 10 | B | 9 | Sect 9 C 2nd | 2010 | 11 | 9 | B | 9 | Sect 9 B Semis | |||||
| 2011 | 7 | 12 | B | 1 | 2011 | 14 | 4 | B | 9 | Sect 9 B Semis | 2011 | 10 | 9 | B | 9 | ||||||
| 2012 | x | x | 2012 | 5 | 13 | 9 | 2012 | 11 | 9 | B | 9 | Sect 9 B Semis | |||||||||
| 2013 | 1 | 15 | 9 | 2013 | 5 | 12 | 9 | 2013 | 13 | 8 | B | 9 | Sect 9 B 2nd | ||||||||
| 2014 | 6 | 12 | 9 | 2014 | 8 | 9 | B | 9 | 2014 | 13 | 9 | B | 9 | Sect 9 B Champs | |||||||
| 2015 | 7 | 8 | B | 9 | 2015 | 12 | 7 | C | 9 | Sect 9 C 2nd | 2015 | 15 | 5 | B | 9 | Sect 9 B Semis | |||||
| 2016 | 1 | 15 | 9 | 2016 | 14 | 6 | B | 9 | 2016 | 15 | 6 | B | 9 | Sect 9 Class B 2nd | |||||||
| 2017 | x | x | 2017 | 19 | 3 | B | 9 | Sect 9 B 2nd | 2017 | 20 | 3 | B | 9 | Sect 9 B Champs | |||||||
| 2018 | 1 | 15 | 9 | 2018 | 6 | 14 | C | 9 | 2018 | 17 | 5 | B | 1 | Sect 9 B Semis | |||||||
| 2019 | 3 | 16 | 9 | 2019 | 6 | 14 | 9 | 2019 | 10 | 11 | B | 9 | |||||||||
| 2020 | 4 | 14 | 9 | 2020 | 6 | 15 | C | 9 | 2020 | 9 | 11 | B | 9 | ||||||||
| 2021 | 1 | 6 | 9 | 2021 | 3 | 4 | 9 | 2021 | 5 | 2 | 9 | ||||||||||
| 2022 | 4 | 13 | 9 | 2022 | 16 | 7 | C | 9 | Sect 9 C Semis | 2022 | 11 | 8 | B | 9 | |||||||
| 2023 | 6 | 15 | B | 9 | 2023 | 13 | 7 | C | 9 | Sect 9 C Champs | 2023 | 17 | 5 | B | 9 | Sect 9 B Semis | |||||
| 2024 | 7 | 12 | 9 | 2024 | 12 | 8 | B | 9 | Sect 9 B Semis | 2024 | 17 | 4 | A | 9 | Sect 9 A Semis | ||||||
| 2025 | 5 | 13 | 9 | 2025 | 9 | 11 | B | 9 | Sect 9 B Semis | 2025 | 10 | 11 | A | 9 | |||||||
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