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: £40Minimum sponsorship: £250Britain’s oldest road, the Ridgeway, follows the same route over high ground used by herdsmen and travellers since prehistoric times.You will explore a remarkably isolated and...
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...
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 people. Sunday 17th August 2025 Registration fee from: £32.50 (adults) | £22.50 for under 16's Choose from 29, 46 or 75 miles The medium and...
Cycle through the picturesque Cotswolds in 2025! We're returning to Westonbirt School near Tetbury a venue which is steeped in history and set within 210 acres of picturesque gardens. After the success of the first event held here last year. Bike Cotswold is a new name, but the same great event, and it promises to...
Explore the heart of London in a vibrant half marathon!Join thousands of other participants in this spectacular half marathon event through the heart of London. The Big Half is a vibrant, inclusive half marathon with a fun, festival atmosphere.The Big Half is great for novices and experienced participants alike, the course winds its way through...
Join Team Winston for the return of the Run Thorpe Park 10k this September! Run 10k around the rides and rollercoasters inside the fantastic Thorpe Park resort, a unique place to take on a 10k challenge! After you cross the finish line you can be first in line to enjoy everything the resort has to...
Cycle through the city of love! Join our team and take on the London to Paris challenge for a truly inspirational experience; you'll make friends for life, push yourself beyond your limits but most of all make memories you’ll cherish for a lifetime! Registration fee: £149 Minimum sponsorship: £1,900 The London to Paris Bike Ride...
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...
Join Team Winston at the famed Swim Serpentine open water swimming festival and raise money for Winston's Wish to help us support grieving children across the UK.
Will you dare to take on the epic Tough Mudder challenge? Test your endurance in the famed Tough Mudder challenge for Winston's Wish. This isn't your typical run. The Tough Mudder is built on a foundation of teamwork with an inspired obstacle course that is designed to test your strength, stamina and mental grit. Date: May...
Beat your PB with Winston's Wish at the Battersea Park Half Marathon. Secure you place today and raise vital funds for bereaved children.
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...
Join Team Winston for the Run Alton Towers 5K, 10K and Half Marathon! Come and join us for the Alton Towers 5K, 10K or Half Marathon at the UK’s largest theme park on Saturday 15th and Sunday 16th November 2025. You are guaranteed a great day out with theme park entry and access to all...
