Explore-Share logo and link to home

The Chiltern Hills Challenge: Weekend trail running event in the UK, near London (2 days)

Chiltern Hills Challenge
Chiltern Hills Challenge
Chiltern Hills Challenge
Chiltern Hills Challenge

Enjoy a trail running adventure near London, with the Chiltern Hills Challenge, covering 36 miles/58km over 2 days, along UIMLA-certified Mountain Leader Simon.


2 Days

Mar - May, Sep - Nov




* Enjoy a trail running experience just 30 minutes north west from London

* Run on quiet trails through deep forests, ancient hamlets and grassy ridges

* Stay at a comfortable inn on the first night


Join us on the Chiltern Hills Challenge, covering 36 miles/58km over 2 days, and enjoy an amazing weekend of running in the beautiful English rolling countryside, just 30 minutes north west of London.

Whether you are beginner trail runner or a veteran, you can join the event.  Our qualified Run Leaders will show you the way, so you can just enjoy the natural beauty of this region and focus on your running style along the way.

The itinerary takes you on foothpaths on a stunning location, winding along a quiet trail through deep forests, ancient hamlets, grassy ridges and steep hills, with an ascent of about 1000m.

We will meet at Tring station on Saturday morning and you will be running as a small team through the countryside towards Bledlow. You will just run and enjoy the gorgeous scenery, focusing on your style, as our Run Leaders will be showing you the way.

This trail running weekend is also a great opportunity to see how you would do on a more mountainous running challenge in the Alps, for instance.

After leaving a few hills behind, covering 18 miles on the first day, it will be time to relax as we get to the accommodation. Yo will have plenty of time for a chat with your team members about your running experiences, after a shower, some drinks and dinner.

On the next morning, after a hot breakfast, you will be following a different route to get back through Chiltern Hills. The trails undulate along grassy terrain, along oak and beech forests, passing by small English villages, and completing 36 miles! At the end of the challenge, we will give you as a reward a RtW tech shirt.

So if you are in for this trail running challenge, just send us a request and book your place! Come join us for a great trail running adventure in the Chiltern Hills. Sign up now as spots are limited!

Price includes

- Accommodation included

- Guiding fee

- Breakfast

- Dinner

- Luggage transfer

Price details

The price includes:

Overnight accommodation (based on twin room sharing, supplement for single room) -

Evening meal (from set menu) and hot breakfast -

Bag transport to each day’s end destination -

Refreshment point each day with access to your spare kit bag -

A Lead Runner for the team, with you every step of the way -

Run the Wild tech t-shirt -

36 miles of amazing scenery! // The price does not include:

Drinks at the accommodation or additional main meals -

Personal insurance (recommended) -

Travel to / from Tring Station.


More info

ABILITY: We will group participants by their ability but you need to be able to be on your feet for around 5 hours per day and ideally have run close to a marathon distance in the past. Multi-day experience is helpful but not essential. You will be expected to carry the essential kit from our UK KIT LIST but this will be a pretty light bag allowing you to run freely. The Lead Runner will route find and as all with our expeditions you will be expected to run as part of the team.

TIMING: The event will start at around 9am on the Saturday morning at Tring Station and finish on Sunday afternoon around 3pm (full details in your booking pack).

Meeting point

Tring Station. You will need to arrange your own transport to Tring Station, but there are regular trains from London Euston which take around 40 minutes.

About the guide

Guide profile image


Mountain Leader





What people are saying about Explore-Share



I’m extremely happy with the ease with which I could book via your site reliable and experienced guide. Thank you so very much, and I’ve started to recommend your site to my friends. Dimitris is not only an awesome guide, but a wonderful person who was always looking out to give me the best experience I can have when he found out how much I love climbing! He is the Best!



I am very pleased with Explore-Share! This was my first international climb, and the communication and response time were great. Herbie is a very skilled guide and very efficient. The entire booking process & payment was smooth. I will definitely use Explore-Share again. Thank you.



I was looking for a local guide for a hike I was planning and came across Explore-Share. They seemed to have good reviews and so decided to give them a try. The experience was very positive and completely happy with their service. I will be using them again for next trip.



Easy to set up and find the perfect trip. Informative site that is easy to use. Guides are all great to work with and communicate all arrangements needed. As simple as can be!



Thank you explore-share for a wonderful via feratta experience. We have been wanting to learn for a long time but don't have the facilities in Scotland. The guide Mitja was extremely helpful and knowledgeable, answering all my many questions and providing advice. On the day head to take another group but he quickly arranged another guide Borut, who was brilliant. We had a fantastic morning learning via ferrata at Hvadnik in the gorge. It gave us the confidence to later hire our own equipment and go out in Mojstrana. Altogether a five star + experience. Thank you.


Find more trail running trips

Join our newsletter!

Stay up-to-date on the best adventures.