Chiltern 50 Challenge 2025

The Chiltern 50 Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics, marshals and massage. Get the ‘Ultra Challenge’ support & hospitality all the way – helping you to push yourself further and achieve something really special for Teenage Cancer Trust. 

As Teenage Cancer Trust are an official partner on this event, you get a 25% discount on the ‘Full Sponsorship’ registration fee when signing up to support us.

This 50km looped route covers some of the best of the Chilterns countryside. You can Walk, Jog, or Run along historic trails and over rolling hills. Starting & finishing at a Base Camp in Henley Showground, there’s a Saturday night celebration BBQ & entertainment with camping options. Passing through nature reserves, forests, and a few hills with great views - it’s a route with real variety, and some wonderful scenery - and it’s all easily accessible from London. 

With 25km and 10km challenge options also available - there’s a challenge here for everyone – and you can join as an individual or as a team of friends/family. You may have to dig deep at times, you’ll meet new friends along the way, and the journey will be unforgettable! As you cross the finish line, you’ll get a big welcome from the cheer squad, a glass of fizz, t-shirt, and a special medal to celebrate your achievement.