Take on this Ultra Challenge and enjoy the historic city sights! Centred on this elegant historic city, take on a 50km Ultra, a testing 25km, or a sharp 10km challenge at your pace as a walk, jog or run and fundraise for Winston's Wish! From the Racecourse basecamp, 2,000 adventurers will head out on looped...
Hop into a new challenge this Easter! A challenge event you can take on at your pace. The Easter 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 massage. Get the...
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...
Discover some of the best of Chilterns countryside in 2026! A 50km looped challenge in some of the Chilterns finest countryside, with historic trails, rolling hills, nature reserves, with fantastic views. Join up to 2,000 adventurers and take it on at your pace as a walk, jog, or run - and fundraise for Winston's Wish!...
Join #TeamWinston for the fabulous North Downs Ultra Challenge! The North Downs provides a fabulous challenge from a Guildford basecamp, with a looped 50 km route which takes in some of the best of the Surrey hills and the surrounding countryside. You can take it on at your pace as a walk, jog, or run...
Push yourself further by taking on the mighty Kilimanjaro Trek! Its snow-capped summit rises high above the dusty African plains; huge permanent glaciers flow down from the summit, spectacular views and beautiful ice formations are the reward for pushing our limits both physically and mentally on this, the mightiest of charity challenges. This trek which...
Join 2,000 trekkers in an adventure across the capital! Join 2000 trekkers as we venture 25km across the Capital taking in unrivalled views of the skyline from its best vantage points. Follow a signed route, with free food and drink at regular rest stops, plus support including medics & marshals. Get the ‘Ultra Challenge’ support...
Don your kilt and join #TeamWinston for the Kiltwalk this September! Wander the scenic highlands and experience the fantastic atmosphere of Scotland’s largest walking event. “The Kiltwalk is one of those events that sticks with you – not just because of the challenge, but because of the people. Everyone’s doing their own little bit of...
Conquer one of the Seven Wonders of the World! The Great Wall of China has been voted one of the New Seven Wonders of the World. Stretching for 6,000km, it zig-zags its way across China, snaking across mountains and through valleys. The Great Wall of China Trek is a fantastic charity challenge hiking for five...
