North Yorks Ultra Challenge

Take on the North Yorks Challenge and enjoy stunning coastal sights as you fundraise for Winston’s Wish!

A basecamp in Scarborough and a stunning coastal and moorland challenge, which you can take it on at your pace as a walk, jog, or run – and fundraise for Winston’s Wish!

The route heads around the town and then north on the Cleveland Way, with a stunning coastline up through Robin Hood Bay and onwards to Whitby, and a welcome halfway 50km stop. For full 100km challengers, it’s along the Esk Valley before heading south into classic moorland scenery, and back to Scarborough basecamp. 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 50km, 25km & 10-mile 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, including 10k, 25km and 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 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