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...
Explore the unique history of London by taking on the Thames Path Ultra Challenge! A challenge event you can take on at your pace. The Thames Path Ultra 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...
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...
Register for 2025!Starting and finishing in Hyde Park, the 13.1 mile route takes runners through four of London’s most beautiful parks – Hyde Park, St James’ Park, Kensington Gardens and Green Park as well as passing iconic London Landmarks such as Buckingham Palace, Marble Arch and the London Eye.Date: Sunday 12th October 2025Registration fee: £25Minimum sponsorship: £300Our charity...
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,...
Are you a thrill-seeker looking to take on a challenge and raise money for Winston’s Wish? We have just the thing. Book a skydive today and free-fall from 10,000 feet reaching speeds of up to 125mph, before the parachute opens and you gently glide back down to earth. It will be an experience you’ll never...
Take on a breath-taking bike ride in 2025! This breath-taking bike ride is one of the best in the world and will take us from Vietnam’s Ho Chi Minh City (Saigon) to the ancient temples of Angkor Wat in Cambodia. Registration fee: £299 Minimum sponsorship: £3,900 Before you start cycling we’ll have time to explore...
12th April 2026 Join Team Winston for the 2026 London Landmarks Half Marathon! Taking place on closed roads through central London, it is the only half marathon to go through both the City of London and City of Westminster. From cultural landmarks and heritage to the city’s quirky and hidden secrets, runners will get to...
