• 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...

  • 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...

  • 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...

  • 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 15,000...

  • 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 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...

  • 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...