Winston's Wish

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  • Charity skydive for Winston's Wish

    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...

  • Women’s Run Series London 5K and 10K

    Queen Elizabeth Olympic Park

    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...

  • Pen y Fan Hike for Hope

    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...

  • Bath Ultra Challenge - walkers at the start line

    Bath 50 Ultra Challenge

    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...

  • Runners at the Milano Marathon, in front of Milan Cathedral

    Milano Marathon

    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...

  • Windsor 50 Ultra Challenge

    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...

  • Glasgow Kiltwalk

    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...

  • People walking along the Isle of Wight coast

    Isle of Wight Ultra Challenge

    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...

  • Tough Mudder London West

    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...

  • Edinburgh Marathon Festival

    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...

  • London to Bright Ultra Challenge at the finish line

    London 2 Brighton Ultra Challenge

    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....

  • Tough Mudder Scotland

    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...

  • Lake District Ultra Challenge

    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...

  • Aberdeen Kiltwalk

    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...

  • 3 Peaks Challenge from the top of the pikes

    National 3 Peaks Challenge

    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...

  • Snowdon at Night Trek

    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...

  • Cotswold Way Ultra Challenge at the start line

    Cotswold Way Ultra Challenge

    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...

  • North Yorks Ultra Challenge

    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...

  • Peak District Ultra Challenge

    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...

  • Tough Mudder Midlands

    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...

  • Race to the Stone image. Two women jumping in between the stones

    Race to the Stones

    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...

  • Gower Peninsula Ultra Challenge

    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,...

  • 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...

  • North Downs 50 Ultra Challenge

    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...

  • Winston's Wish supporter at the Tough Mudder in a branded t-shirt

    Tough Mudder South West

    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,...

  • Dundee Kiltwalk

    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...

  • London Summer Walk warm up

    London Summer Walk Ultra Challenge

    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...

  • South Coast Ultra Challenge finisher image

    South Coast Ultra Challenge

    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...

  • Big Half Tower Bridge image

    The Big Half 2026

    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...

  • London to Paris cycling challenge

    London to Paris Cycle Ride

    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...

  • Thames Moonlight 10 Walk - Ultra Challenge

    Thames Moonlight 10 Walk

    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...

  • Thames Bridges Trek

    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...

  • Thames Path challenge at the start line

    Thames Path Ultra Challenge

    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...

  • Edinburgh Kiltwalk

    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....

  • Tough Mudder London South

    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...

  • Chiltern 50 Ultra Challenge

    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,...

  • Kent Downs 50 Ultra Challenge

    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...

  • Halloween Ultra Challenge

    London Halloween Walk Ultra Challenge

    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...

  • Vietnam to Cambodia Cycle

    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...

  • Great Wall of China Trek

    Great Wall of China Trek

    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...

  • Sahara Desert Trek

    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...

  • Kilimanjaro Trek

    Mount Kilimanjaro Trek

    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...