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
A chip-timed trail run from Alexandra Gardens, Windsor, along the Thames Path with two distances, riverside views, medals and on-course support.
Night time trail at Moors Valley Country Park with a 10 km loop and 10 km, 20 km or 30 km options. Headtorch required.
A 10 km single lap route at Long Valley featuring mud, marshes, steep climbs and named water features; a 5 km option was added in 2022.
Seven hour time challenge on a signed riverside loop in Staines offering distances from 3 km to ultra, themed medals, goody bags and the book's author as guest.
A rolling 10-mile loop around Ashdown Forest across heathland, woodland and sandy tracks with varied climbs and a GPX route for a social trail run.
A 14 mile trail run on 22 Nov 2026 with an initial climb, downloadable route maps, water stations, limited parking and a 50-place field.
A 10 miles off road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with limited entries and race day facilities.
Berks, Bucks & Oxon Cross Country Championships at Broughton Castle on 22 November 2026, with junior and senior races, team scoring and chip timing.
Free Sunday trail runs every two weeks from Surrey Trek and Run through the Surrey Hills and North Downs with multiple distances and places limited to ten per leader.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey with hills, group navigation, kit support, parking and scheduled sunset and night dates.
Three evening trail time trials in the Chilterns on 23 September, 21 October and 25 November, each on a marked, chip timed course of about 8 km with a head torch required.
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
Trail running from Plumpton Racecourse into the South Downs with three distances, scenic climbs, chip timing and on-course support plus a finisher medal.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
A 21k trail race across Farleigh Wallop Estate with race timing, cupless water stations, included parking and a sustainable finisher medal; minimum age 18.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
Looped races where participants decide how many laps to run on the day, with distance options from 5K up to multi-mile ultras across several local venues.
A guided 30 mile trail run from Haslemere on the Serpent Trail and Sussex Border Path, led by an experienced ultra runner at a social group pace.
Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.