Winchester Hiking Trail 2027

After welcoming over 1,000 participants last year, this popular Hampshire hike and walking event is back and better than ever. Designed for those seeking a scenic countryside adventure to kick-start their New Year, this event offers a memorable experience for walkers of all abilities.
Start 2027 with purpose and take on a rewarding challenge that blends beautiful landscapes with a sense of achievement. Whether you're a seasoned walker or new to organised hiking events, this well-loved challenge showcases some of the finest off-road routes near Winchester.
Set in the stunning Hampshire countryside just outside Winchester, the course follows picturesque tracks, bridleways, and footpaths surrounding the famous Farley Mount. This local landmark stands at the heart of the route and is a highlight of the Half Marathon distance Challenge.
The terrain is rolling rather than steep, making it an ideal early-season challenge, enjoyable yet fulfilling, with plenty of scenic woodland sections and sweeping views across the Hampshire Downs. The Half Marathon distance includes one small but memorable ascent to Farley Mount, offering a rewarding sense of accomplishment and a spectacular outlook.