Your Charity Skydive
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 charity skydive today and free-fall from 10,000...
22 events found.
Challenges
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London Winter Walk Ultra Challenge
Start New Year on the right foot! A great event to wrap up and walk off the Christmas and New Year celebrations; maybe kick start a new fitness regime -...
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Spring Wolf Run
Take on this epic obstacle course and support grieving children through Winston's Wish. Immerse yourself in the thrill of wild running. Whether you're up for an epic obstacle course, an...
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Isle of Wight Ultra Challenge
Join us for the Isle of Wight Challenge and take on the island's costal path! Great challenges need great settings, and up to 2,000 adventurers will tackle the Isle of...
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Tough Mudder London West
Will you dare to take on the most technically difficult Tough Mudder challenge in 2026? Test your endurance in the famed Tough Mudder challenge for Winston's Wish. Be one of...
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Jurassic Coast Ultra Challenge
Join 3,000 adventurers taking on the spectacular Jurassic Coast Ultra Challenge in 2026! Spectacular World Heritage coastline to take on at your pace as a walk, jog, or run –...
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London 2 Brighton Ultra Challenge
Conquer the classic capital to coast route over the Bank Holiday weekend! 2,000 or so adventurers will take on the Capital to Coast trails and test their grit and determination....
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Tough Mudder Scotland
Take on this scenic but savage Scottish Tough Mudder challenge for Winston's Wish! Tough Mudder returns to Hopetoun Estate in 2026 (just outside Edinburgh) with a course that’s as scenic...
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Blenheim Palace Triathlon
Take on an exhilarating weekend of sport at Blenheim Palace and fundraise for Winston's Wish. Blenheim Palace Triathlon, one of Europe’s most spectacular triathlons welcomes competitors and spectators alike for...
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Great North Swim
Swim in the open waters of Windermere and fundraise for Winston's Wish! The Great North Swim brings thousands of people together for a unique weekend of open water swimming, community,...
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Summer Wolf Run
This summer take on the infamous Wolf Run Mud Sucker obstacle and fundraise for Winston's Wish. The Summer Wolf Run takes place at one of the most epic venues the...
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Tough Mudder Midlands
Take on one of the most technically difficult Tough Mudder challenges for Winston's Wish! You will be taking on one of our most technically difficult events on the calendar. All the...
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Race to the Stones
Be part of the UK's biggest ultramarathon and fundraise for Winston's Wish! Race to the Stones travels across the Ridgeway, the UK’s oldest footpath. Passing through ancient landscapes and ending...
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Tough Mudder South West
Take on the first Tough Mudder of 2026 and fundraise for Winston's Wish New to Tough Mudder? Start here. This is the flattest course of the season, ideal for first-timers,...
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London Summer Walk Ultra Challenge
Explore the capital with Winston's Wish! Get your walking shoes on and explore some of the Capital’s less known historic areas with a tour of the ‘gateway to London’ along...
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The Big Half 2026
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...
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Brighton & Hove Triathlon
Join Team Winston for one of the biggest triathlon events in the calendar! Swim Bike Run events for everyone from first‑timers to the pros! Experience the fast and flat traffic-free...
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London to Paris Cycle Ride
Cycle to the city of love and raise vital funds for Winston’s Wish! Join #TeamWinston and take on the five day London to Paris cycling challenge for a truly inspirational...
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Thames Path Ultra Challenge
Explore the unique history of London by taking on the Thames Path Ultra Challenge! England’s greatest river provides a fantastic backdrop for an unforgettable challenge, which you can take on...
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Tough Mudder London South
Take on Tough Mudder London South in 2026 for Winston's Wish Get ready to get filthy at Tough Mudder London South - set in the wild, wooded terrain of Holmbush...
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Inflatable 5K Cheltenham
Take on an inflatable 5K obstacle course for Winston’s Wish! Get ready to jump, bounce, slide and swing through the World’s biggest and craziest Inflatable 5k Obstacle Course! Taking place...
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London Halloween Walk Ultra Challenge
Take on the spookiest Ultra Challenge yet! Why not risk a hair-raising hike around some of the City’s scary streets and historic haunts and raise money for Winston's Wish! Choose...