Cotswold Way Ultra Challenge

From rolling hills to fantastic views, the Cotswold Way challenge has it all! 

Our Cirencester basecamp is the start of the 100 km looped route through the heart of the Cotswolds, providing a stunning setting for 2,000 or so adventurers to test themselves. Rolling hills, villages, footpaths and stunning views to take on at your pace as a walk, jog, or run – and fundraise for Winston’s Wish!

Join as an individual or as a team; you’ll get full support all the way, plenty of food and drink, optional camping, University style accommodation and transfers, a special medal, T shirt and celebration finish. With 50km, 25km and 10km distance option also – there’s a Cotswold’s Way 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, 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 ‘Trekmasters’ 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 & 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