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...
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...
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 -...
Be inspired at the Women's Run in 2026! Join us at the iconic Queen Elizabeth Olympic Park to celebrate International Women's Day with the Women's Run Series 5K and 10K on...
Join Team Winston for the Bath Half Marathon! The route is fast, flat and suitable for new and regular runners alike. Running right through the heart of this beautiful world...
Enjoy the sunrise over Pen y Fan as you ‘Hike for Hope’ on Mother’s Day From the first step to the summit, what better way to celebrate everything about your...
Take on this Ultra Challenge and enjoy the historic city sights of Bath! Centred on this elegant historic city, take on a 50km Ultra, a testing 25km, or a sharp...
Join Team Winston for the Milano Marathon! The Wizz Air Milano Marathon returns on Sunday 12th April 2026 with an event that’s even richer, more inclusive, and more engaging: a true...
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...
12th April 2026Join Team Winston for the 2026 Brighton Marathon!Against the stunning backdrop of the sea and in one of the UK’s most vibrant cities, the Brighton Marathon is not...
Take in the sights of Windsor Castle and the surrounding countryside in this Easter challenge! Get active after the Easter holidays and take on a historic 50 km Ultra, a...
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...
Don your kilt and join #TeamWinston for the Glasgow Kiltwalk in 2026! Glasgow Kiltwalk is back for 2026 and due to popular demand, it will be another TWO DAY event...
Sunday 26th April 2026The TCS London Marathon is one of the world’s best-known marathons and needs no introduction. For thousands of people, the London Marathon 2026 is on their ‘must-do’ list.Registration...
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...
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...
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 –...
Run the distance of your choice through Edinburgh whilst fundraising for Winston's Wish! Join Team Winston at the Edinburgh Marathon Festival 2026! There's fun for everyone at this popular annual...
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....
AJ Bell Great Manchester Run In true Mancunian style, it’s a party from start to finish, with a high-energy soundtrack, live music and entertainment zones at every turn – plus,...
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...
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...
Join us for the Lake District Challenge and take on England's finest countryside! Take on England’s finest countryside at your pace as a walk, jog, or run – and fundraise...
Don your kilt and join #TeamWinston for the Aberdeen Kiltwalk in 2026! Join us for another unforgettable day in the City and ‘Shire for Aberdeen Kiltwalk on 7 June. Every...
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,...
Take on the 3 peaks for Winston's Wish! Starting at Fort William, you will head off towards the first and highest peak – Ben Nevis. Next, it’s on to the...
Take on Mount Snowdon at night for Winston's Wish! Trekking Mount Snowdon (1,085m) during the daytime forms a great challenge, but using torches to light your way and having the...
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...
From rolling hills to fantastic views, the Cotswold Way challenge has it all! Our Cirencester basecamp is the start of the 100 km looped route through the heart of the...
Take on the North Yorks Challenge and enjoy stunning coastal sights as you fundraise for Winston's Wish! A basecamp in Scarborough and a stunning coastal and moorland challenge, which you...
Ride the best scenic cycling roads in Scotland whilst fundraising for Winston's Wish! Register for this UK North cycling sportive to experience breathtaking landscapes and quiet roads for over 200...
Ride a diverse route of green pastures and charming villages whilst fundraising for Winston's Wish! Register for this UK South cycling sportive to experience a diverse cross-section of the city,...
Take on the fabulous Peak District alongside 3,000 adventurers! A basecamp in idyllic Bakewell will welcome 3,000 adventurers who will test themselves in the fabulous Peak District National Park. You...
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...
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...
Join us for this Ultra Challenge and take on the beautiful Gower Peninsula! Set in the stunning Gower Peninsula - famous for its golden beaches, limestone cliffs, wild moors, ridges,...
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 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,...
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...
13th September 2026 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...
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 WishStarting and finishing in Hyde Park, the 13.1 mile route takes runners through four of London’s most beautiful parks – Hyde Park,...
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...
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...