Discover some of the best Chilterns countryside in 2026 and fundraise for Winston’s Wish!
A 50km looped challenge in some of the Chilterns finest countryside, with historic trails, rolling hills, nature reserves, with fantastic views. Join up to 2,000 adventurers and take it on at your pace as a walk, jog, or run – and fundraise for Winston’s Wish! A basecamp in Henley, and a route with real variety and some wonderful scenery – and easily accessible from London.
Sign up as an individual or as a team; you’ll get full support all the way, plenty of food and drink, optional camping and transfers, a special medal, T shirt and celebration finish. With 25km and 10km options also available – there’s a Chilterns Challenge for everyone! Push yourself further in 2026, take on an Ultra Challenge – the UK’s No.1 Series of treks & trail challenges!
Click below to sign up on the Ultra Challenge website.
Winston’s Wish and Child Bereavement UK are merging to strengthen the support available for bereaved children, young people, parents and families across the UK. In the coming weeks, Winston’s Wish will change its name to Child Bereavement UK. By taking on the Chiltern 50 Ultra Challenge you will still be raising money to support grieving children, young people and families, but the charity you will be fundraising for will be called Child Bereavement UK.