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  • 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...

  • 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...

  • 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...

  • 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...