South East (England)
Trail Running Calendar South East (England) 2026-2027
Explore the best trail runs in South East (England) for 2026-2027! Our updated list features 418 exciting trail runs across the region. Find your next trail run in South East (England) below and join the trail community at these great events!
November 2026
Trail event in Windsor on 8 November 2026 with chip timed 10K and half marathon from Alexandra Gardens, featuring medals, free photos and an event village.
Remembrance Run in Staines is a 7 hour Time Challenge on a signed Thames-side loop offering distances from 3 km to 50 km, medals, pins and aid stations.
A Remembrance Day run along the River Thames in Staines with a seven hour time challenge, multiple distances, commemorative medals and distance pins.
A marathon and half marathon on 8 November 2026 in Walton on Thames with a two minute race freeze at 11.00am and a flat, lap based riverside towpath course.
Celebrate Fireworks night with a flexible distance run along the flat Downslink trail in Southwater. Choose your distance on the day and run as many laps as you like over seven hours to earn a bespoke medal.
Free biweekly Sunday morning trail runs from Surrey Trek and Run with multiple distances and a limit of 10 participants per leader.
Free, community guided trail runs in south east England with a run leader, tail runner, social pace and limited places; membership is free and advance registration is required.
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.
Trail run from Roundhill Campsite in the New Forest with wide gravel paths, roaming wildlife and three distances around 21.6K, 16.7K and 10K.
A 50 mile, five loop trail race in Wendover Woods with 10,000 feet of climb, nine aid stations, full medical cover and a 15 hour cutoff.
Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.
Trail races from Westerlands, Graffham offering a 50k loop across five long trails and a 13 mile half on three trails with aid stations and electronic timing.
Timed lap event on a flat 5.3 km out and back Thames towpath course in Walton on Thames offering distances from 5 km to ultra within a seven hour limit.
Multi terrain 5K and 10K trail races in Radnage, Chiltern Hills, raising funds for the village school and including a one mile children's fun run.
MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.
A 7-hour time challenge along the River Thames with distances from 3 km to 50 km, themed medals, aid stations and parking in Staines.
Trail event in the Meon Valley offering 15, 20 and 40 mile routes with hilly, mostly off road terrain and staffed checkpoints.
A 6.66 mile woodland trail run at Kings Wood near Ashford featuring muddy, hilly and technical sections, limited to 200 runners and organised by Ashford Tri Club.
Trail running event in Hartfield, United Kingdom on 15 November 2026 with 10 km and half marathon races and 84 registered runners.
Day 3 of the Five in Five series at Gravesend Cyclopark with 7 hour timed runs on a measured 5.25 mile out and back course and a different coloured medal each day.