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...
Enjoy the sunrise over Pen y Fan as you ‘Hike for Hope’ on Mother’s DayFrom the first step to the summit, what better way to celebrate everything about your incredible mum or mother figure by seeing the sun rise at the top of the stunning Pen y Fan, followed by a celebratory drink and tasty...
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 10km challenge at your pace as a walk, jog or run and fundraise for Winston's Wish! From the Racecourse basecamp, 2,000 adventurers will head out...
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 testing 25 km, or a sharp 10 km challenge at your pace as a walk, jog, or run - and fundraise for Winston's Wish! From...
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 awesome trail run through rugged terrain, or a family-friendly fitness adventure, the Wolf Run has something for every kind of runner. Choose from four unique...
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 15,000 Mudders to prove you're tough enough to conquer probably our most technically difficult obstacle course on the calendar. Well-known for being one of our...
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 festival as it offers an array of running events from full and half marathons, team relays to junior races for under 18's. Registration fee: Varies...
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, some of the loudest and most enthusiastic local support we’ve seen anywhere in the UK. Choose a 10k or half marathon distance and enjoy a...
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 as it is savage. You’ll tear through woodland trails, splash along the shores of the Firth of Forth, and grind your way over gentle climbs...
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 an unforgettable experience. Set against the stunning backdrop of the Palace, Great Lake and vast Estate this iconic event offers a range of challenges to...
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 for Winston's Wish! Challenge basecamp is in Kendal, and it’s a 100km looped route with a few tough hills to Ambleside; a halfway point by...
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, and Lake District beauty. Whether you’re tackling your first open water swim or going all-out for a 10K, there’s a place for you in the...
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 Lake District to conquer Scafell Pike by night. Your final ascent takes place in Snowdonia National Park, where you’ll climb the mighty Snowdon! With a...
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 moon as your backdrop, summiting at night brings another sense of achievement to an already recognised charity trek. Seeing the sunrise across Snowdonia National Park...
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 UK has to offer. It has all the ingredients for the ideal off-road obstacle course coupled with a buzzing event village to enjoy with your friends...
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 Cotswolds, providing a stunning setting for 2,000 or so adventurers to test themselves. Rolling hills, villages, footpaths and stunning views to take on at your...
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 can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! The route heads around the town...
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 miles from the beachfront at Whitley Bay at the first ray of ocean sunrise to the esplanade at Ayr to witness the (hopefully glorious) sunsetting...
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, country and history. Starting in the Thames estuary, the 200+ mile route bi-sects south London, bridging the Thames onto Wiggin’s Olympic time trial route, before...
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 can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! There’s a range of camping options...
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 obstacles are up-scaled for this event with a number of tweaks and surprises in store due to the varying (and muddy) terrain. The course route...
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 at the iconic Avebury Standing Stones, this is no mere ultramarathon – it’s a journey on foot through years of history. In this 100k non-stop...
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, and woodlands – take on a challenge at your pace as a walk, jog, or run – and fundraise for Winston's Wish! There are weekend...
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 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, 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...
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...
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...
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...
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...
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...
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...
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...
