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 345 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
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 at Westerlands near Graffham: a 50 km Ultra linking five long distance trails and a 13 mile Half on three trails, with SportIdent timing, aid stations, mandatory kit and a wooden eco-medal for finishers.
Trail runs from Roundhill Campsite near Brockenhurst through New Forest woodland and heathland, offering three distances, wildlife sightings and a finisher medal.
A multi-terrain 5K and 10K race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.
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.
Saturn Running holds the Smurf Run along the River Thames at Wraysbury on 15 November 2026. The seven hour Time Challenge starts from 3 km laps and includes finisher medals, distance pins, aid stations and goody bag options.
Multi-distance trail run in the Meon Valley and on the South Downs Way with marked routes, stocked checkpoints and mostly trail terrain.
Timed multi-lap run on a flat Thames towpath in Walton on Thames with distances from 5 km to ultra, a seven hour limit, flexible one hour start window and finishers medal options.
Riverside trail runs from Alexandra Gardens, Windsor with chip timing, on-course water and finishers' medals over 21.8 km or 16.1 km.
Night time looped trail run at Moors Valley Country Park on 21 November 2026 with 10 km, 20 km or 30 km options, compulsory headtorch and free main car park; runners can choose a tree planting option instead of a medal.
Off-road races at Spider Hill, Long Valley offering a single 10 km lap with named wet sections and a shorter 5 km route added in 2022.
A 14 mile trail race on 22 November 2026 that starts with a climb and follows muddy and chalky descents, with water provision en route and tea, coffee and cake at the finish. Route files and a trail narrative are available to download.
Scenic 10 mile off road trail race in the New Forest hosted by Totton Running Club with medals, water stations, parking and trophies for overall and age category winners.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
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 races from Plumpton Racecourse across the South Downs with three distances, ridge climbs and views over countryside and the sea.
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.
Guided group ultra trail run from Haslemere along sections of the Serpent Trail and Sussex Border Path with kit support and on-route refreshment.
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.