Trail Running calendar near Winchester 2026-2027
We have found 501 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
We have found 501 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
This unique 50 km coastal trail run in Dorset features a fun challenge: try to finish before the runner designated as "the Ferry." The scenic out-and-back course passes landmarks like Old Harry Rocks and Corfe Castle. All participants recei..
Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.
Join a social guided trail run through the scenic Chiltern Hills led by expert instructors. This non competitive 10k event features technique coaching and group runs for all abilities starting from Aldbury.
A teams event at The Packhorse in South Stoke on 11 July 2026 where three person teams in compulsory fancy dress collect and carry a full cider barrel from Upper Midford back to the pub. Prizes include fastest time, best fancy dress and tea..
Form a team and take on a 12 hour night trail challenge through the scenic fields and tracks of a private Dorset farm. Enjoy a relaxed atmosphere where you decide your own distance and earn a finisher medal.
Experience a relaxed trail run through the fields and wildflower meadows of a private farm in Dorset. This undulating one lap course is open to all abilities and offers an optional weekend of camping.
Experience a unique festival of running at Blackland Farm with 12 and 24 hour solo endurance challenges. Explore a scenic 1 mile off road loop featuring woodland trails and inclusive camping for a complete weekend experience.
Test your physical endurance at Huntley Estate with eight strength tests and eight one kilometer off road trail runs. Earn your official time and medal in this outdoor challenge organized by Trimax Events.
MacTuffX Brighton features a unique fitness racing format based on ten intervals of 400m or 800m. Available for individuals, doubles, or relay teams, this event offers a variety of ways to compete in July 2026.
The Bell Plod is a relaxed trail run or walk on a private farm. It’s a one-lap course through fields and tracks, open to all abilities. The only difference from the simultaneous Bumble Plod is the medal you receive.
Join a relaxed trail run or walk on a private Dorset farm. Open to all abilities, this one-lap course winds through fields and tracks. It's part of a weekend of running events with camping available.
Enjoy a relaxed two lap trail run through the fields and orchards of Myncen Farm in Dorset. This event offers a 10k course open to all abilities with a supportive atmosphere and optional weekend camping.
Wye Valley Tunnel Run on 19 July 2026 features fun runs plus 10 km, half marathon and marathon routes that use the Wye Valley Greenway and long tunnel. Courses are well marked with feed stations and event medals.
Experience an off road adventure through the deep mud and water crossings of the Huntley Estate. Participants can choose between various distances and will receive a themed medal upon finishing this muddy trail run.