• Vietnam to Cambodia Cycle

    Take on a breath-taking bike ride in 2025! This breath-taking bike ride is one of the best in the world and will take us from Vietnam’s Ho Chi Minh City (Saigon) to the ancient temples of Angkor Wat in Cambodia. Registration fee: £299 Minimum sponsorship: £3,900 Before you start cycling we’ll have time to explore...

  • 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 - and to fundraise for Winston's Wish! There are Full Marathon, Half Marathon and 10km distance options – and an accessible ‘Family Fun 5K’ on the...

  • Bath Half Marathon

    Join Team Winston for the Bath Half Marathon! The route is fast, flat and suitable for new and regular runners alike. Running right through the heart of this beautiful world heritage city, past iconic buildings and taking in both sides of the river Avon, the route gives runners a great opportunity to push for a...

  • 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...

  • 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 Wight’s stunning coastal path over the bank holiday weekend. Take it on at your pace as a walk, jog, or run - and fundraise for...

  • Jurassic Coast Ultra Challenge

    Join 3,000 adventurers taking on the spectacular Jurassic Coast Ultra Challenge in 2025! Spectacular World Heritage coastline to take on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! A start in Corfe Castle, the route heads down to Swanage, and along through Lulworth Cove, past Durdle Door, with...

  • 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...

  • 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...

  • 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 can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! The route heads around the town...

  • 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 can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! There’s a range of camping options...

  • 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, and woodlands – take on a challenge at your pace as a walk, jog, or run – and fundraise for Winston's Wish! There are weekend...

  • 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 the famous 630-mile Coastal Path, and a basecamp in the shadows of the impressive Dunster Castle. The 50km loop then heads over Exmoor with ups...

  • 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 the Thames’s eastern section – and fundraise for Winston's Wish. Starting alongside the grandeur of Woolwich Barracks (short walk from Elizabeth Line, DLR, & Overground)...

  • 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 real challenge, and you can take it on at your pace as a walk, jog, or run – and fundraise for Winston's Wish! An Eastbourne...