3 Peaks Challenge

Take on the big 3 for Winston's Wish! Starting at Fort William, you will head off towards the first and highest peak – Ben Nevis. Next, it’s on to the Lake District to conquer Scafell Pike by night. Your final ascent takes place in Snowdonia National Park, where you’ll climb the mighty Snowdon! With a...

London to Brighton Ultra Challenge

Conquer the classic capital to coast route over the Bank Holiday weekend! A challenge event you can take on at your pace. The London 2 Brighton Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including...

Lake District Ultra Challenge

Take on England's finest countryside at your pace! A challenge event you can take on at your pace. The Lake District Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics, marshals and massage. Get...

Chiltern 50 Ultra Challenge

Discover some of the best of Chilterns countryside in 2025! A challenge event you can take on at your pace. The Chiltern 50 Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics, marshals and...

Cotswold Way Ultra Challenge

From tough hills to fantastic views, the Cotswold Way challenge has it all!  A challenge event you can take on at your pace. The Cotswold Way invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics,...

Peak District Ultra Challenge

Take on the fabulous Peak District alongside 2,000 adventurers! A challenge event you can take on at your pace. The Peak District Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics, marshals and massage....

North Downs Ultra Challenge

Join #TeamWinston for the fabulous North Downs Ultra Challenge! A challenge event you can take on at your pace. The North Downs 50 Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics, marshals and...

Gower Peninsula Ultra Challenge

Take on the brand-new Ultra Challenge in July 2025! A challenge event you can take on at your pace. The Brand New Gower Peninsula Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics, marshals...

South West Coast 50 Ultra Challenge

Take on the first Minehead section of the stunning and famous 630 mile Coastal Path for Winston's Wish! A challenge event you can take on at your pace. The South West Coast 50 Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink...

South Coast Ultra Challenge

Take on some of England's finest scenery in support of bereaved children in 2025! A challenge event you can take on at your pace. The South Coast Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support...

Kents Down 50 Ultra Challenge

End the season of Ultra Challenges in the 'Garden of England.' A challenge event you can take on at your pace. The Kent Downs 50 Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support including medics,...