The Woodlands Highlanders compete in baseball, basketball, cross country, football, golf, lacrosse, powerlifting, soccer, softball, swimming and diving, tennis, track and field, volleyball, water polo, and wrestling. In 2006, The Woodlands baseball team finished the season with a 38–1 record and won the Texas UIL 5A State Championship. They were also named National Champions by Baseball America. The 2006 team included future Major League Players
Kyle Drabek and
Paul Goldschmidt. In 2011, The Woodlands softball team finished the season with a 44–1 record and won the Texas UIL 5A State Championship. They were also named National Champions by the National Fastpitch Coaches Association/USA Today and ESPN/Rise. The coaching staff was named NFCA National Coaching Staff of the year. Due to the similarity of its red "W" logo, the
University of Wisconsin threatened to bring legal action against TWHS, which agreed to phase out the logo.
State athletic titles • Boys baseball • 2000 (5A), 2006 (5A), 2013 (5A) 2018 (6A) • Boys cross country • 1999 (5A), 2000 (5A), 2003 (5A), 2004 (5A), 2006 (5A), 2007 (5A), 2008 (5A), 2009 (5A), 2010 (5A), 2015 (6A), 2016 (6A), 2017 (6A), 2018 (6A) • Girls cross country • 2002 (5A), 2005 (5A), 2007 (5A), 2012 (5A) • Girls golf • 2010 (5A) • Boys swimming • 1997, 1998, 1999, 2004 (5A), 2010 (5A), 2021 (6A) • Girls swimming • 1989, 1990, 1991, 1992, 1993, 2006 (5A), 2009 (5A), 2017 (6A), 2018 (6A), 2021 (6A), 2023 (6A), 2024 (6A) • Girls softball • 2011 (5A), 2014 (5A), 2015 (6A) • Girls volleyball • 2011 (5A), 2014 (5A), 2015 (6A), 2018 (6A), 2023 (6A) • Boys track and field • 999 (5A), 2017 (6A), 2018 (6A) • Boys tennis • 2023 (6A) Additionally, the school has won the
Lone Star Cup eight times, most recently as a 6A school in 2020-2021. ==Band==