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.

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..

A seven mile multi terrain trail race through Knole Park on 12 July 2026, with a chip timed 3.5 km junior event for ages 9 to 15. Profits support The Running Charity and prizes include medals, trophies and cash for course records.

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.

Join this 12 hour solo trail challenge at Myncen Farm in Dorset. Complete as many laps as you choose on a scenic farm course featuring fields and dusty tracks with optional weekend camping available.

BigHeat CampFIRE is a weekend trail festival on 18 and 19 July 2026 near Lurgashall with four single-lap routes across dusty tracks, forests and open plains, plus camping, yoga, a wild sauna and evening live music.

Evening trail running at Wendover Woods on 18 July 2026 supporting the Chilterns Neuro Centre. Options include 10K 5K and an accessible 1.5K loop on fully marked woodland trails.

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.

ATW St Albans Summer 10K on 19 July 2026 is a single lap, chip timed 10K around Highfield Park and the Alban Way with a grass finish and mostly traffic free roads. The event village features a free family fun run, cafes, live music and fund..

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.

Trail races of 10 miles and 5 miles on hard packed paths through Ashdown Forest near Pippingford Park Manor, featuring 1568 ft of climbing, notable downhills and views across The Downs, with medals, winner vouchers and free parking.

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.

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