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Jurassic Coast Ultra Challenge

16th May 2026 - 17th May 2026

Join 3,000 adventurers taking on the spectacular Jurassic Coast Ultra Challenge in 2025!

Spectacular World Heritage coastline to take on at your pace as a walk, jog, or run – and fundraise for Winston’s Wish! A start in Corfe Castle, the route heads down to Swanage, and along through Lulworth Cove, past Durdle Door, with ups and downs to Weymouth halfway. For full 100 km challengers, it’s past Portland Bill, Chesil Beach, and on to West Bay – before a finish line in the vibrant town of Bridport. With half, Weymouth Marathon, quarter, and 10km challenge options also – it’s the event of the year!

Join up to 3,000 adventures 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 – and a great sense of achievement! Push yourself further in 2026, take on an Ultra Challenge – the UK’s No.1 Series of treks & trail challenges.

As Winston’s Wish are an official partner on this event, you get a 25% 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, including 25km, 50km, 100km PLUS a 10km option
  • Walk, jog, or run – it’s your challenge, your way!
  • A fully signed route, with a team of ‘Trek Masters’ out on the trail with you
  • Regular covered rest stops, with free hot 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