Trail Running calendar near Winchester 2026-2027
We have found 408 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
We have found 408 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
A guided 10 km trail run through the scenic Thursley National Nature Reserve. Experience the famous boardwalk on this flat route, offered as both sunset and night runs. It's a group run with a steady pace, and head torches are provided for..
Guided 30 mile trail run from Harting Down along the South Downs Way, visiting Beacon Hill, Cocking Down and Kingley Vale. Presented as suitable for first time ultra runners, run at a group pace with practical support and route guidance.
Chocothon is a friendly timed lap on a flat 5.3 km riverside towpath, letting you complete as many laps as you can within a seven hour window. Distances from 5 km to ultra, medals and aid stations make it perfect for all abilities.
Weymouth Bay 10K is an accurately measured road race along Bowleaze Cove with an out and back layout and two laps near Pleasure Pier. The event offers medals and trophies, on-day registration, and supports Margaret Green Animal Rescue.
The Imber Ultra is a 33.5-mile multi-terrain charity run circling the Imber Range Perimeter Path. Starting in Westbury, the 2026 event will be run clockwise. It's an affordable, TRA-licensed event with awards for top finishers and age categ..
Multi terrain 10 km race starting and finishing at Windsor & Eton Brewery beside the River Thames. The route follows the Thames and Jubilee River and finishers receive a medal, a Windsor & Eton pint cup and a free drink.
A guided *10 km* trail run from Silent Pool near Guildford, using North Downs Way and Netley Heath paths, led by a qualified guide. Group-paced, two 2026 dates, £16 entry and car parking at the meeting point.
Trail running at Hinton Admiral Estate on 7 March 2026 with 21.6 km, 15 km and 10.1 km routes; running, canicross and hike options through woodlands, heath and meadows. Finishers receive a medal, a drink and goodies.
Run scenic laps along the Thames towpath in Walton on Thames at the Ladybird Run, on flat off road trails with timed entries or a one hour rock up and run start window. Pick 5 km to ultra distances and complete as many laps as you like with..
Explore the trails of the Chiltern Hills on this guided 10km run near Berkhamsted. Run leaders provide tips and historical insights on a route past castle ruins. The event starts and finishes at Berkhamsted Football Club with easy rail acce..
A 13.1 mile out and back trail from Dorking to Leith Hill Tower with about 1,800 feet of ascent, four water stations and marshals on course. Entry includes a reusable medal, race number, beer and a cooked breakfast, with profits donated loc..
Run a flexible-distance coastal challenge with views of the Isle of Wight. Choose from 5K to ultra-marathon on a mixed-terrain, lap-based course. Enjoy an aid station and a relaxed start window.