South West Coast 50 Ultra Challenge
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...
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...
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...
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 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...
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...
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...
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...
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...
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 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...
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...
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...
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...
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?...
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....
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...
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,...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...
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...