BigWayRound - Winchester

After an incredible 2025 event, BigWayRound Winchester returns for 2026! 4 distances, incredible views and with a friendly atmosphere guaranteed, this event will suit you whether you are new to the trails or a seasoned runner. Discover the beautiful trails around Winchester and challenge yourself over one of our 4 distances; 14 miles, 19 miles, Marathon and 50K Ultramarathon. Bespoke medal, fully stocked aid stations and fully marked and marshalled course. This popular event will sell fast! Your journey around England’s old capital begins in the heart of Winchester. Running along the Itchen Navigation, your first big challenge awaits as you ascend past St Catherine’s Hill and head east across the beautiful undulating trails to Cheesefoot Head. You then have a succession of ‘Big Way’ paths; the South Downs Way, Allan King Way, St Swithun’s Way and the Itchen Way, leading you through quintessential English countryside as the trail meanders alongside the River Itchen past Avington Hall and beyond!