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...
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 Sunday 8th March. Designed to be a truly safe and inclusive space for women's running, empowering individuals to embrace a healthy and active lifestyle. A...
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...
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 running festival that welcomes over 40,000 participants every year, including marathoners, relay teams, families, and running enthusiasts.At the heart of it all is Italy’s fastest...
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...
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 on the 25 & 26 April. Every step you take will make a BIG difference for the charity you love the most with all fundraising...
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...
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...
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...
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...
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...
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 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 Kiltwalk...
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...
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...
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...
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...
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...
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...
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...
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 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...
