The Head's Challenge takes part during the school day.
Activities are divided into 3 categories: 'Inspiring your Future', 'Inspiring Activity' and 'Inspiring Creativity'.
Activities that have been offered previously include:
1. Critical Thinkers
2. Debate
3. Careers
4. School Band
5. Rugby
6. Science
7. Martial Fitness
8. Junior Master Chef
9. Badminton
10. Aspiring Activists
11. Oxford Programme
12. Art
13. Set Design
14. Poetry
15. French for Beginners
16. Forensic Science
17. Knitting
18. Chess
19. Board Games Design
20. Girl Up
21. Environment
22. Creative Writing
23. Table Tennis
24. Pinner High School Newspaper
25. Yoga
26. Glee
27. First Aid
28. Chinese
29. Around the World
30. Science Movie Makers
Students choose a new club every term.