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Kent Downs 50 Ultra Challenge

10th October 2026

End the season of Ultra Challenges in the ‘Garden of England.’

An end of season Ultra Challenge in the ‘Garden of England’. A basecamp near Maidstone, join up to 2,000 adventurers and you can take it on at your pace as a walk, jog, or run – and fundraise for Winston’s Wish!

The 50km looped route heads anticlockwise on the North Downs Way to Blue Bell Hill, following the River Medway to Mote Park at halfway for a picnic. Along the Len Valley Walk to the majestic Leeds Castle, and the North Downs Way back to the showground finish line. 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 & 10km options also available – there’s a challenge for everyone! Push yourself further in 2026, take on an Ultra Challenge – the UK’s No.1 Series of treks & trail challenges!

WINTER DEAL As Winston’s Wish are an official partner on this event, you get a 50% discount on the ‘Full Sponsorship’ registration fee when signing up to support us.

Click below to sign up on the Ultra Challenge website.

What you’ll get:

  • Sign up from £15
  • Inclusive and fun event with a great atmosphere and camaraderie
  • Choose your distance – 10km, 25km, or 50km options
  • Walk, jog, or run – it’s your challenge, your way!
  • A fully signed route, with a team of ‘Trekmasters’ out on the trail with you
  • Regular covered rest stops, with free food and drink, massages and medics
  • An epic finish line moment, with a glass of fizz, medal and t-shirt
  • Camping, transfer and parking options to make getting there and away easy
  • Full fundraising support, and a choice of fundraising options

What you’ll get from us

  • A branded Winston’s Wish technical t-shirt
  • Charity branded headband
  • Support from our dedicated Sports and Challenges Officer
  • Fundraising resources
  • Access to our ‘Team Winston’ Facebook group