Race to the Stones Running Challenge

Be part of the UK's biggest ultramarathon!Take on the UK’s biggest ultramarathon and traverse Britain’s oldest footpath as you race towards the 5000-year-old Avebury Standing Stones.Registration fee: £40Minimum sponsorship: £250Britain’s oldest road, the Ridgeway, follows the same route over high ground used by herdsmen and travellers since prehistoric times.You will explore a remarkably isolated and...

Gower Peninsula Ultra Challenge

Take on the brand-new Ultra Challenge in July 2025! A challenge event you can take on at your pace. The Brand New Gower Peninsula 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 including medics, marshals...

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...

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...

Thorpe Park 10k

Thorpe Park Resort

Join Team Winston for the return of the Run Thorpe Park 10k this September!  Run 10k around the rides and rollercoasters inside the fantastic Thorpe Park resort, a unique place to take on a 10k challenge! After you cross the finish line you can be first in line to enjoy everything the resort has to...

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...

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...