Trail Running calendar near Winchester 2025-2026
We have found 328 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
We have found 328 Trailruns within 80 miles of Winchester. See below where and when you can find the races.
Run a scenic loop through the Forest of Dean on well maintained trails with gentle climbs. Officially measured and fully marshalled, this spring half hosts the British Trail Running Championships.
Join a guided 10km trail run at Hankley Common to explore the Lion's Mouth Atlantic Wall and scenic filming locations. Led by an experienced coach, this social group run offers kit advice and chances to trial trail gear.
Take on the Elephant Challenge at Salcey Forest on 24 March 2026, tackling repeated 3.5 mile loops over six hours. Runners, walkers, canicross and ruckers welcome, with an option to support Roald Dahl charity.
Test your endurance at the Elephant Challenge in Salcey Forest on 24 March 2026, a timed 6 hour event where you run as many 3.5 mile off road laps as you like. Enjoy scenic forest trails, an optional medal or tree token and a chance to supp..
Run the Wild Half Marathon brings a guided 13 mile trail through the Chiltern Hills with rolling chalk climbs and wooded trails. English Athletics run leaders group you by ability, offer coaching, and a midcourse refreshment stop and finish..
Run London Epping Forest Trail 10K invites runners to tackle two laps of scenic, undulating forest tracks in Chingford, with chip timing, a finisher medal and cash prizes for top three men and women. Entries limited to 600 so book early.
Tackle 16 miles of undulating trails from Combe Gibbet to Overton across scenic Berkshire and Hampshire countryside. Managed transfers and kit transport included make this a classic spring cross country adventure.
Run Upcote Spring Trail is a limited entry 5 mile off road route around Upcote Farm near Cheltenham, featuring forest tracks, climbs and scenic Cotswolds views. Expect chip timing, medals for all finishers and a friendly festival vibe.
Take on the Mortimer 10km on Monday 6 April 2026 at Mortimer Fairground, a scenic off road route through local woodlands and bridleways. A dog friendly canicross 10 km option lets you enjoy the race with your canine companion.