South West Coast 50 Ultra Challenge

Take on the first Minehead section of the stunning and famous 630 mile Coastal Path for Winston's Wish! A challenge event you can take on at your pace. The South West Coast 50 Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink...

Bike Chester 2025

Cycle through Chester for Winston's Wish!  We are returning to Chester Rugby Club for 2025 and venture through the stunning city of Chester in aid of bereaved children and young people. Sunday 17th August 2025 Registration fee from: £32.50 (adults) | £22.50 for under 16's Choose from 29, 46 or 75 miles The medium and...

London Summer Walk Ultra Challenge

Explore the capital with Winston's Wish! Get active & explore some of the Capital’s historic areas with a tour of the ‘gateway to London’ along the Thames’s eastern section. Starting alongside the grandeur of Woolwich Royal Artillery Barracks (short walk from the new Elizabeth Line station!) – the full 50km looped route heads through Charlton,...

Bike Cotswolds 2025

Cycle through the picturesque Cotswolds in 2025!  We're returning to Westonbirt School near Tetbury a venue which is steeped in history and set within 210 acres of picturesque gardens. After the success of the first event held here last year. Bike Cotswold is a new name, but the same great event, and it promises to...

South Coast Ultra Challenge

Take on some of England's finest scenery in support of bereaved children in 2025! A challenge event you can take on at your pace. The South Coast Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus support...

Great North Run

Newcastle upon Tyne,

7th September 2025 The AJ Bell Great North Run is the biggest and most popular half marathon in the UK and the most successful running event in the world. Starting in Newcastle upon Tyne the 13.1 mile closed road route takes in all of the city's iconic sites and finishing along the seafront road at...

The Big Half 2025

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 vibrant, inclusive half marathon with a fun, festival atmosphere. The Big Half is great for novices and experienced participants alike, the course winds its...

London to Paris Cycle

Cycle through the city of love! Join our team and take on the London to Paris challenge for a truly inspirational experience; you'll make friends for life, push yourself beyond your limits but most of all make memories you’ll cherish for a lifetime! Registration fee: £149 Minimum sponsorship: £1,900 The London to Paris Bike Ride...

Kilimanjaro Trek

Push yourself further by taking on the mighty Kilimanjaro Trek! Its snow-capped summit rises high above the dusty African plains; huge permanent glaciers flow down from the summit, spectacular views and beautiful ice formations are the reward for pushing our limits both physically and mentally on this, the mightiest of charity challenges. This trek which...

Thames Path Ultra Challenge

Explore the unique history of London by taking on the Thames Path Ultra Challenge! A challenge event you can take on at your pace. The Thames Path Ultra Challenge invites you to walk, jog or run a distance of your choice, along a signed route, with free food and drink at regular rest stops, plus...

Thames Bridge Ultra Challenge

Join 2,000 trekkers in an adventure across the capital! Join 2000 trekkers as we venture 25km across the Capital taking in unrivalled views of the skyline from its best vantage points. Follow a signed route, with free food and drink at regular rest stops, plus support including medics & marshals. Get the ‘Ultra Challenge’ support...

Edinburgh Kiltwalk 2025

Don your kilt and join #TeamWinston for the Kiltwalk this September! Wander the scenic highlands and experience the fantastic atmosphere of Scotland’s largest walking event. “The Kiltwalk is one of those events that sticks with you – not just because of the challenge, but because of the people. Everyone’s doing their own little bit of...

Swim Serpentine 2025

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

Will you dare to take on the epic Tough Mudder challenge? Test your endurance in the famed Tough Mudder challenge for Winston's Wish. This isn't your typical run. The Tough Mudder is built on a foundation of teamwork with an inspired obstacle course that is designed to test your strength, stamina and mental grit. Date: May...

Great Wall of China Trek

Conquer one of the Seven Wonders of the World! The Great Wall of China has been voted one of the New Seven Wonders of the World. Stretching for 6,000km, it zig-zags its way across China, snaking across mountains and through valleys. The Great Wall of China Trek is a fantastic charity challenge hiking for five...