- Tanner Kingsley 2014
football, basketball, baseball
3-time All-State, 5-time All-NVL, 2-time All-Division; only three-sport All-State athlete in school history; holds two state football records
- Eric Dietz 2012
soccer, swimming, track and field
2-time All-New England, 3-time All-State, 4-time All-NVL; only two-sport All-New England athlete in school history
- Mike Lang 2014
football, track and field
2-time All-New England, 5-time All-State, 6-time All-NVL; won 15 NVL track gold medals, holds seven school records
- Zach Bedryczuk 2019
football, basketball, baseball
1-time All-State, 2-time All-NVL, 4-time All-Division; one of two 1,000-point scorers in Woodland boys basketball (Kingsley)
- Dia Gawronski 2018
swimming
2-time All-State, 2-time All-NVL; won two Class S swimming gold medals, holds seven of eight individual school records
- Levi Fancher 2014
football, track and field
2-time All-State, 5-time All-NVL; won one Class M track gold medal, 4 NVL track gold medals
- Tayler Boncal 2013
volleyball, track and field, softball
6-time All-NVL, 2012-13 NVL Female Athlete of the Year; won seven track gold medals, holds seven school records
- Samantha Lee 2014
volleyball, softball
1-time All-State, 2-time All-NVL, 2-time All-Division; led volleyball team to 2013 Class M state title
- Nick LaPerriere 2013
soccer, track and field
1-time All-New England, 2-time All-State, 5-time All-NVL; won three Class M track gold medals, 11 NVL track gold medals
- Brandon Fowler 2010
football, track and field
1-time All-New England, 5-time All-State, 6-time All-NVL; holds eight school track records
- Jack DeBiase 2011
football, baseball
3-time All-State, 2-time All-NVL; most recent Woodland football player to be named to All-State First Team overall
- Anthony Scirpo 2012
football, track and field, baseball
1-time All-State, 4-time All-NVL, 2-time All-Division; broke then-state record with 25 TD catches in 2012
- Heather Framski 2011
volleyball, basketball
2-time All-State, 3-time All-NVL; leading scorer in Woodland girls basketball history
- Steph Krebbs 2019
volleyball, softball
2-time All-State, 2-time All-NVL, 2-time All-Division
- Sean McAllen 2016
football, track and field
1-time All-State, 3-time All-NVL; holds school football records for career total yards, single-season rushing
- Alexa Casimiro
2016 soccer, track and field
1-time All-State, 2-time All-NVL, 1-time All-Division; led soccer team to 2015 Class M semifinals
- Brianna Pacileo
2014 volleyball, softball
2-time All-State, 2-time All-NVL, 3-time All-Division; won 2013 Class M volleyball tournament MVP en route to state title
- Tim Madormo
2012 soccer, track and field
1-time All-New England, 1-time All-State, 3-time All-NVL; won six NVL track gold medals
- Keri DeBiase 2013
soccer, track and field
2-time All-State, 4-time All-NVL
- Jazmyn Menzies 2015
soccer, track and field
7-time All-NVL; won nine NVL track gold medals, holds five school records
- Carla Piccolo 2016
soccer, basketball, softball
1-time All-State, 1-time All-NVL, 3-time All-Division
- Emma Slavin 2020
cross country, track and field
1-time All-State, 5-time All-NVL, 1-time All-Division; won two NVL track gold medals
- Haley Andrews 2018
soccer, basketball
1-time All-State, 2-time All-NVL, 1-time All-Division
- Steph Dumond 2013
soccer, track and field
4-time All-NVL, 1-time All-Division; won three NVL track gold medals
- Jess Rodrigues 2016
soccer, track and field
3-time All-NVL, 1-time All-Division