• 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 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...

  • Alfie’s Hike for Hope

    Pen y Fan Pen y Fan

    This Mother’s Day, join Race Across the World winner Alfie Watts on his sunrise Hike for Hope to the summit of Pen y Fan in Wales.  This Mother’s Day, I’m going to be hiking to the top of one of the most spectacular summits in Wales to watch the sunrise – and I want you to come with me.  That’s right,...

  • 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 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...

  • 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 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...

  • 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 on the 25 & 26 April. Every step you take will make a BIG difference for the charity you love the most with all fundraising...

  • 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. 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...

  • 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 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...

  • 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 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...

  • 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 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...

  • 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 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...

  • 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 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...