Fundraising

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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...

  • Start line at London Winter Walk Ultra Challenge

    London Winter Walk Ultra Challenge

    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 -...

  • 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...

  • 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...

  • Spring Wolf Run

    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...

  • 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...

  • Great Manchester Run

    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,...

  • 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...

  • Blenheim Palace Triathlon

    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...

  • 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...

  • Great North Swim

    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,...

  • 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...

  • Summer Wolf Run

    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...

  • 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...

  • Chase the Sun UK North

    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...

  • Chase the Sun UK South

    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,...

  • 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,...

  • 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...

  • Brighton & Hove Triathlon

    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...

  • 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...

  • Cyclists riding in the London to Brighton Bike Ride

    London to Brighton Cycle Ride

    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?...

  • Swim serpentine event at Hyde Park in London

    Swim Serpentine 2026

    Hyde Park, London

    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.

  • 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,...

  • Cardiff Half Marathon

    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...

  • 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...

  • Inflatable 5K Cheltenham

    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...

  • Great South Run

    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...

  • 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...