2022 DHS Boys Varisty place 3rd in D2 at US Squash High School Team Nationals

2020 Boys Middlesex Middle School (MMS) Team plays Division 1 in 2020 U.S. Middle School Team Squash Championships 

2020 Girls Middlesex Middle School (MMS) Team Division 3 champions in 2020 U.S. Middle School Team Squash Championships 

2018 Varsity Girls Squash finished 6th in their division, best ever result

2017 Varsity Boys and Girls Squash finished in top half of Nationals

2017 Darien Boys wins Fairwest Championship

2015-2016 Varsity Boys Squash #1 Public High School in the Nation

2015-2016 Varsity Boys Squash #1 Division II at High School National Championships

2010 U.S. High School Squash National Championship Division III Consolation Champions

2010 Darien High School recognized by US Squash as First US Public High School Team at Nationals

2010 Darien High School recognized by US Squash as first US Public High School Team