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...

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...

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...

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...

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,...

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...

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...

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...

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...

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...

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,...