Southampton
Trail Running Calendar near Southampton 2026-2027
Explore the top trail runs near Southampton for 2026-2027! We've gathered 113 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A 5K within the historic Osborne House grounds on the Isle of Wight, featuring woodland trails, coastal views and free entry for up to three spectators per runner.
Trail races from 12k to 21.3k at Goodwood Racecourse follow forest tracks and the South Downs Way with wide country and coastal views on clear days.
A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.
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.
A winter adventure race in Wiltshire combining trail running and mountain biking with map and compass navigation and flexible time-limited courses.
Trail running in the New Forest near Brockenhurst on wide gravel tracks through woodland and heath with 21.6k, 16.7k and 10k options and chip timing.
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.
An underground marathon at UCAP BUNKER near Portsmouth on 21 November 2026. The multi lapped route runs through low tunnels, has a six and a half hour cut off, and requires a headtorch and cycle helmet.
A 10 mile off-road trail race through the New Forest organised by Totton Running Club at Ocknell Campsite, capped at 301 entrants with age 17 plus.
A timed 21 km trail race at Farleigh Wallop Estate with marshalled routes, cupless water stations, a sustainable finisher medal and onsite parking.
December 2026
Chip timed coastal runs of 10 mile and 10k from Hengistbury Head along Bournemouth seafront with Boscombe Pier, water stations, medal and on course first aid.
A winter trail event on Salisbury Plain offering Marathon and Half courses, marked routes, stocked aid stations, marshal support and on-route medical cover.
Festive trail runs at Moors Valley Country Park on 6 December 2026 with 2 km, 5 km and 10 km options; canicross allowed on the longer distances.
A festive seafront run in Portsmouth on 6 December with a flat course, themed medals, spot prizes and a 100-participant limit.
A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.
A 10 mile cross country run on the West Wight with notable hills and coastal views, organised by West Wight Sports and Community Centre on 13 December 2026. Past entrants note strong on-course support, windy conditions, a scarf memento and post-race..
A timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.