Trophy Case

Winsor Wins

Our athletes and coaches strive for excellence in each of our fourteen different sports. These are the teams that represent Winsor's goal of athletic achievement through teamwork.

Basketball

E.I.L. Champions
1993–94
1994–95
1997–98
2003–04
2006–07

Crew

Head of the Charles Youth Fours Champions
1992
2002
2003
2004

Head of the Charles Youth Eight Champions
1993
1994

Henley Champions
2003

N.E.I.R.A. Champion Fours
2002
2010
2016

N.E.I.R.A. Team Trophy
2008
2010
2011
2013
2014
2015
2016
2017

NEIRA Youth Four Champions
2016

U.S.R.A. Youth Four Champions
2000
2002
2003
2022

Cross Country

E.I.L. Champions
2001
2002
2003
2004
2005
2006
2007
2008
2009
2010
2012
2015
2016
2017
2018
2019
2021
2022
2023
2024
2025

New England Division I Runner Up
2019

New England Division II Champions
2013

Field Hockey

E.I.L. Champions
1990
1995
1996

New England Class C Finalist
2012

NEPSAC Class C Champions
2018
2021

Ice Hockey

E.I.L. Champions
2003–04
2004–05

Lacrosse

E.I.L. Champions
1991
1993
1994
1995
1996
1997
1998
1999
2000
2001
2002

Sailing

Mass Bay League Champions
1992
2022
2023

Softball

E.I.L. Champions
1995
1997
2013
2019

Soccer

E.I.L. Champions
1990
1993
1994
1995
2002
2004
2006
2010
2011

Squash

E.I.L. Champions
2009–10
2010–11
2011–12
2012–13
2013–14
2014–15
2015–16
2016–17
2017–18
2018–19
2019–20
2021–22
2022–23
2023–24
2024–25
2025–26

New England Class A Third Place
2021–22

US High School Division 3 Champions
2011

New England Class B Champions
2011–12

Swimming

E.I.L. Champions
2007–08
2008–09
2018–19

Tennis

E.I.L. Champions
1991
1992
1994
1995
1996
2006
2019
2022
2023
2024
2025

New England Class A Finalist
2024

New England Class B Champions
2022

New England Class B Finalist
2023

New England Class C Semi-Finalist
2013
2019

New England Class C Finalist
2014

Track

E.I.L. Champions
2015
2016
2017
2018
2019
2022
2023
2024
2025

Volleyball

E.I.L. Champions
2025