2

Challenge walks in Henley-on-Thames in September 2026

Find challenge walks in Henley-on-Thames in September 2026 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.

Filter by place

Filter by date

Map

Event listings

Select an event for photos, video, route, location, reviews, entry fees and how to enter.

A beautiful, end-of-season, looped challenge in some of the Chilterns' finest countryside, with historic trails, rolling hills, nature reserves and fantastic views with routes from 10km up to 50km.
  • Sat 26 Sep
  • £49-£139
Henley-on-Thames, Buckinghamshire, UK

Chiltern 50 Ultra Challenge

A beautiful, end-of-season, looped challenge in some of the Chilterns' finest countryside, with historic trails, rolling hills, nature reserves and fantastic views with routes from 10km up to 50km.

  • 50K ultra run
  • Trail run
  • 10K run
  • Families
  • Beginner-friendly
  • Music
  • Event village
  • Urban
  • Rural
  • Age 14 & over

Search options

Back to search options
4 steps to wellbeing
Sleep well

A good night's sleep is an essential foundation for a healthy lifestyle, effective training and weight control.

Train slow

Low-intensity training is easier for you, reduces the risk of injury and helps builds an efficient aerobic system.

Eat natural

Cut out sugar & junk food, reduce carbs, eat natural foods and train your body to burn fat for fuel.

Get outdoors

Fresh air, natural light and reconnecting with nature all help to improve mental and physical wellbeing.