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Chiltern Hills Challenge

Run 36mi

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Treat yourself with one of the best running holidays in the UK. Great for veteran trail runners as well for those new to the sport, the route covers 18 miles a day through the breathtaking Chiltern Hills. Come along for the ultra marathon challenge or for the stunning scenery.

How to enter the Chiltern Hills Challenge

  1. Ultramarathon

    Run 36mi
    Sold out

Chiltern Hills Challenge route

You’ll be led as a small team from Tring Station through the country footpaths towards Bledlow. The local English Athletics qualified Run Leaders will show you the way, so you can enjoy the scenery, focus on your running and style. The path winds along a quiet trail through deep woods, grassy ridges and steep hills as well as through hamlets mainly seen in period dramas.

18 miles later and a few hills behind you, it’s time to get to the accommodation for a hot shower, a few drinks and dinner. Unlike races we emphasise the social aspect of our events. There will be plenty of time to chat about your running past and ambitions with your team members. The organisers will also be showing some inspirational films.

Following a good night sleep in a comfortable bed and a hot breakfast, you’ll be ready to take on the second day where you follow a different route back through Chiltern Hills. The trails undulate along grassy outlooks, through beech and oak woods and through more tiny English villages. 36 miles completed and you will be rewarded with a RtW tech shirt.

Event Details

What’s Included
  • Overnight accommodation (based on twin room sharing, supplement for single room)
  • Evening meal (from set menu) and hot breakfast
  • Post-run films
  • Bag transport to each day’s end destination
  • Refreshment point each day with access to your spare kit bag
  • Lead runners with your team throughout
  • Run the Wild tech t-shirt
  • 36 miles of stunning scenery
Raceday Logistics


0900: Start on the Saturday morning


1500: Estimated finish time

A full race weekend schedule will be included within your booking pack.

Kit List


  • Wicking top and shorts or leggings
  • Socks
  • Trail running shoes (sufficient tread)

Weather dependent items:

  • Lightweight waterproof jacket
  • Sun hat / cap
  • Warm hat and gloves


  • Fully Charged Mobile Phone including the numbers for the Lead Runners, Event Director as well as appropriate emergency services (charge before use and make sure it's in a waterproof case or bag)
  • Lightweight, comfortable running pack (max 12 litres)
  • Water Bottles / Bladder
  • Snacks to sustain you for the planned route
  • Waterproof bags / dry bags to keep stuff dry
  • Whistle (normally found attached to your bag)
  • Personal first aid kit (eg: blister packs, sunscreen, inhaler etc)
  • Please note: we will not be checking your kit on the day, but we highly recommend you bring these items for your safety.

Frequently Asked Questions

What is included within the weekend?
Included in the weekend, is half board accommodation at an English Country Inn serving fantastic food and a hot breakfast, 2 days of guided trails including trail technique instruction and information about the local area and environment, well stocked checkpoints, finisher's tech t-shirt, bag transportation, inspirational films in the evening and lots of trail running fun.
Do I need to be certain level of fitness?
The organisers 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.
What is not included in the price?
Your ticket does not included any extra drinks or meals, personal insurance (recommended), or travel to/from Tring Station.
Have a question? Get answers from our team.

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Chiltern Hills Challenge weather forecast

Drizzle throughout the day.

Predicted highs
Predicted lows
IconHigh chance of rain
IconLight breeze possible, up to 9mph

Meet the organizer

Run The Wild

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Run The Wild
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Run The Wild are ranked #55 in the UK out of 274 organizers

Since 2013, Run the Wild has been dedicated to delivering incredible trail running adventures in the UK and European Alps. Trail running is the ultimate pursuit of freedom, of feeling alive and it's something we are really passionate about! There’s nothing that compares to the feeling of running along mountain paths and for a moment leaving behind your busy life. Start YOUR amazing journey with Run the Wild! The company was founded to bring this experience of running trails in the wild; free of the usual race and logistical burdens, to you. We love exploring places, not just running races. We love meeting people and having an adventure together. We like races too, but this is where our heart really lies and if we can help you have more fun running trails; whether to see the sun rise over Mt Blanc as you climb up over a mountain pass, or indeed to check out a future race route then we will be happy! Join us running off into the unknown, the path flowing underneath your feet, snow capped mountains glinting in the sun, clouds melting away in the valleys far below. Setting your heart and mind free... Exploring places... not running races. This is what it feels like to be alive! “The mountains are calling and I must go.” John Muir, Meet the team.

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