1st Half
Sat 23 Sep 2023 Henley-on-Thames, Buckinghamshire, UK Entries closed

Chiltern 50 Challenge | 1st Half

The first half option of the Chiltern 50 Challenge from Henley along some of the most picturesque parts of the Chiltern Way to Lewknor to finish with a celebration lunch.

  • Sat 23 Sep 2023
  • Entries closed
Henley Showground, Henley-on-Thames > Lewknor Village Hall, Watlington

1st Half



Age 14 & over

  • 25 km trail running + 400 m ascent


If you're keen to take on a proper challenge, shape up, re-energise and support an important cause, this ultra will help you go further than ever before - whether you walk, jog or run your way to the finish line.

You'll be supported all the way from the moment you sign up with an event app, online guides, forums and training walks. On the challenge there are safe venues, camping options, fully signed routes, chip timing, marquee rest stops, fantastic food and drink and expert safety, medical and welfare teams to get you over the finish line where you'll receive a huge cheer, medal, glass of fizz, t-shirt, massage, BBQ and more!


  • Walk, jog or run an ultra

    Support and hospitality all the way over the finish line.

  • Take in the Chiltern Way

    Experience the ancient Icknield Way and one of the oldest roads in England; the historic Ridgeway trail.

  • Full, half or shorter distance

    It's up to you! Options to suit a range of abilities and goals.

This event is part of Chiltern 50 Challenge.

Event video

  • Event village
  • Newcomers
  • Teams
  • Virtual option

Solo or with others

Taking on an ultra trek or run is a serious challenge and tough for most people, but also achievable with the right training plan which you'll get access to when you sign up. This challenge is fully supported meaning it's the perfect way to have-a-go at a longer distance.

Charity challenge

Fundraising for a cause close to your heart is part of the challenge and you'll receive a wealth of support, advice and tips from your chosen charity to make sure you smash your fundraising target.

  • Bag storage
  • Bag transfer
  • Bar
  • BBQ
  • Cafe
  • Camping
  • Changing facilities
  • Entertainment
  • Free parking
  • Music
  • Rural
  • Showers
  • Toilets

Event HQ

Henley Showground
Marlow Road

  • Check points
  • Distance markers
  • First aid
  • Food stations
  • Marshals
  • Mass start
  • Point to point
  • Sweeper
  • Toilets
  • Undulating
  • Water stations
  • Way markers

Set out from Henley early Saturday morning, along some of the most picturesque parts of the Chiltern Way to Lewknor. After a celebration and lunch you can catch the shuttle back to the start.

Chiltern 50 route map
From Henley along some of the Chiltern Way to Lewknor.

  • Event app
  • Goody bag
  • GPS tracking
  • Map
  • Massage
  • Medal
  • Pre-event training sessions
  • Training plan
  • T-shirt

p>With weekend camping options at basecamp, a bar, BBQ, music and entertainment – there’s going to be a summer festival feel on this challenge!

Included before

  • Dedicated challenge app to help you prepare
  • Challenge manual and event guides
  • Training walks and runs
  • Kit and equipment lists – discounts and advice
  • Preparation videos and pre-event briefing
  • Online forums – meet fellow challengers

Included on the challenge

  • Rest stops every ~12.5km – covered with seating, toilets & rest areas
  • Free food and drinks – catering to all dietary requirements
  • First aid support – at stops and en route
  • Fully signed route and online maps
  • Chip-timing – keeping track of you
  • Trek Masters – to help guide you
  • Baggage transfer service
  • Emergency support and route pick-ups
  • Shuttles for retirees to take you forward
  • Bookable transfers before and after your challenge
  • Medal, t-shirt and glass of fizz at the finish

  • Age 14 & over
  • Charity places
  • Enter online
  • Event merch available
  • Series discount

14-17 year olds need to be accompanied by an adult.