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 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...
Take on the first Minehead section of the stunning 630 mile Coastal Path in this summer challenge! A fantastic ‘South West’ summer challenge, taking in the first Minehead section of the famous 630-mile Coastal Path, and a basecamp in the shadows of the impressive Dunster Castle. The 50km loop then heads over Exmoor with ups...
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...
Take on Tough Mudder's flattest course 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, but don’t let that fool you. Set in the rugged beauty of the South West countryside, it’s still every bit a Tough Mudder. Expect twisting woodland...
Don your kilt and join #TeamWinston for the Dundee Kiltwalk in 2026! Dundee Kiltwalk is back across North Fife and Dundee on 16 August – you don’t want to miss it. Every step you take will make a BIG difference for the charity you love the most with all fundraising going directly to Winston's Wish....
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 the Thames’s eastern section – and fundraise for Winston's Wish. Starting alongside the grandeur of Woolwich Barracks (short walk from Elizabeth Line, DLR, & Overground)...
Take on some of England's finest scenery in support of bereaved children in 2026! The South Downs National Park is a superb backdrop for 2,000 adventurers to take on a real challenge, and you can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! An Eastbourne...
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...
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 route from Hove Lawns along the famous Brighton seafront Promenade. Brighton & Hove Triathlon is well established as one of the biggest events in the...
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 experience. You'll make friends for life, push yourself beyond your limits and make memories you’ll cherish for a lifetime, all whilst fundraising for Winton's Wish!...
Experience the capital under the moonlight whilst raising funds for Winston's Wish! Take on either a spirited Friday evening 10km or an energetic 10-mile looped route walk through the heart of London as darkness falls, and the Moon rises – and fundraise for Winston's Wish! The Oval Cricket Ground is the start / finish venue...
Take on this iconic mountain endurance challenge, conquering three of Yorkshire's highest peaks in a single day! You will tackle the magnificent Pen-y-ghent (694m), Whernside (736m) and Ingleborough (723m) in a circular routh through the stunning Yorkshire Dales - aiming to complete all three peaks in under 12 hours in one day. Starting from the...
Join in and trek across the Capital taking in unrivalled views of the skyline, and historic landmarks. Join 2,500 walkers and trek 25 km across the Capital with unrivalled views of the skyline and landmarks – and you can fundraise for Winston's Wish! From a Putney Bridge start it’s East towards the City, zigzagging over...
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 at your pace as a walk, jog, or run – and fundraise for Winston's Wish! Over 3,000 adventurers will join the Putney Bridge start, and...
AJ Bell Great North Run The AJ Bell Great North Run is the biggest and most popular half marathon in the UK and the most successful running event in the world. Starting in Newcastle upon Tyne the 13.1 mile closed road route takes in all of the city's iconic sites and finishing along the seafront...
Ride from London to Brighton and enjoy beautiful views of the West Sussex coast as you fundraise for Winston's Wish! Are you looking for a charity bike ride in 2026? Well grab your wheels and soak up the sea views by cycling 55 miles from London to the West Sussex coast. Once out of the...
Don your kilt and join #TeamWinston for the Edinburgh Kiltwalk in 2026! Take big strides in 2026 and join #TeamWinston in the Scottish capital for Edinburgh Kiltwalk on 13 September. Every step you take will make a BIG difference for the charity you love the most with all fundraising going directly to Winston's Wish. “The...
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.
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 Estate, just outside London. Take on the 5K or 15K course packed with 12+ or 20+ obstacles with the added challenge of knee-juddering hills, natural...
Discover some of the best Chilterns countryside in 2026 and fundraise for Winston's Wish! 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...
Join Team Winston for the Cardiff Half Marathon! The Cardiff Half Marathon has grown into one of the largest and most exciting road races in the United Kingdom; and is truly a Race For Everyone. It is now one of Europe’s largest half marathons and is Wales’ largest mass participation and multi-charity fundraising event. The...
End the season of Ultra Challenges in the 'Garden of England' An end of season Ultra Challenge in the ‘Garden of England’. A basecamp near Maidstone, join up to 2,000 adventurers and you can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! The 50km looped...
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 at Cheltenham Racecourse, tackle a brilliantly bouncy inflatable assault course that’s suitable for the whole family or group of friends to enjoy. Tickets available for...
Run the Royal Parks Half Marathon for Winston's Wish 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...
AJ Bell Great South Run Probably the world’s favourite 10 mile running event, the AJ Bell Great South Run has inspiring history, salty air and glorious sea views guaranteed. Portsmouth’s supporters will keep your spirits and motivation up the whole way round, with blaring music, cheers, high fives, fist bumps all part of the incredible...
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 your distance, gather your bravest guys and ghouls to make up a team – or go it alone if you dare and meet up with...
Take on a breath-taking bike ride in 2026! This breath-taking bike ride is one of the best in the world and will take you from Vietnam’s Ho Chi Minh City (Saigon) to the ancient temples of Angkor Wat in Cambodia. Registration fee: £349 Minimum sponsorship: £3,950 Before you start cycling we’ll have time to explore...
4th April 2027 Register your interest in a charity place for the 2027 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,...
Join our team and be part of the world's biggest annual one-day fundraising event. The TCS London Marathon is one of the world’s best-known marathons and needs no introduction. For thousands of people, the London Marathon is on their ‘must-do’ list. Registration fee: £50 (payable if you are offered a charity place) Minimum sponsorship: £2,500...
Conquer one of the Seven Wonders of the World and raise vital funds for Winston’s Wish! 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...
Witness the sun rising over the ever-changing dunes of the Sahara as you fundraise for Winston’s Wish! Join in this long-weekend trek for Winston's Wish, as you experience the beauty of one of the most breathtaking and largest deserts in the world – The Sahara! The charity challenge is to trek for four days through...
Tick Mount Kilimanjaro off the bucket list and raise vital funds for Winston's Wish! Mount Kilimanjaro is a ‘bucket list’ event for many and one of the most impressive charity events on offer. Its snow-capped summit rises high above the dusty African plains; huge permanent glaciers flow down from the summit, spectacular views and beautiful...
