Isle of Wight Ultra Challenge

Join us for the Isle of Wight Challenge and take on the island's costal path! A challenge event you can take on at your pace. Join us for the Isle...

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...

Bike Bath 2025

Cycle through the famous city of Bath! Launched in 2012, Bike Bath returns to "The Rec" in 2025 to celebrate cycling in this famous city. Under the tower of the...

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,...

Bike Oxford 2025

Take on a historic cycle in 2025!  Bike Oxford is returning to Oxford University Rugby Club, taking you on a historic journey through the picturesque Oxfordshire countryside with a long...

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...

Race to the Stones Running Challenge

Be part of the UK's biggest ultramarathon! Take on the UK’s biggest ultramarathon and traverse Britain’s oldest footpath as you race towards the 5000-year-old Avebury Standing Stones. Registration fee: £40...

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...

Bike Chester 2025

Cycle through Chester for Winston's Wish!  We are returning to Chester Rugby Club for 2025 and venture through the stunning city of Chester in aid of bereaved children and young...

London Summer Walk Ultra Challenge

Explore the capital with Winston's Wish! Get active & explore some of the Capital’s historic areas with a tour of the ‘gateway to London’ along the Thames’s eastern section. Starting...