London to Paris Cycle

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...

Kilimanjaro Trek

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...

Thames Path Ultra Challenge

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...

Thames Bridge Ultra Challenge

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...

Swim Serpentine 2025

Hyde Park, London

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.

Great Wall of China Trek

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...

Royal Parks Half Marathon

Hyde Park, London

Run the Royal Parks Half for Winston's WishStarting 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...

Kents Down 50 Ultra Challenge

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,...

Vietnam to Cambodia Cycle

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...

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 - and to fundraise for Winston's Wish! There are Full Marathon, Half Marathon and 10km distance options – and an accessible ‘Family Fun 5K’ on the...

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 Wight’s stunning coastal path over the bank holiday weekend. Take it on at your pace as a walk, jog, or run - and fundraise for...

Jurassic Coast Ultra Challenge

Join 3,000 adventurers taking on the spectacular Jurassic Coast Ultra Challenge in 2025! Spectacular World Heritage coastline to take on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! A start in Corfe Castle, the route heads down to Swanage, and along through Lulworth Cove, past Durdle Door, with...

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. You can join and take it on at your pace as a walk, jog, or run - and fundraise for Winston's Wish! Richmond-Upon-Thames is the...