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!
May 2027
Community trail event in Silchester in May 2027 with 2.5, 5 and 7 mile routes, village stalls, chip timing and water stations.
Trail event on 2 May 2027 at Lancing Manor Leisure Centre offering marathon, half marathon and a 5 mile trail across the scenic South Downs.
Rapid Relays at Culden Faw Estate features 4 km multi terrain loops through bluebell woods with solo, pairs and team relay formats over a four hour window.
Guided trail run at Box Hill covering 12.5 miles with about 1000 m of ascent across woodland and technical climbs, led at a steady group pace by an experienced guide.
10 hour, 10 lap endurance event at Denbies Wine Estate on 2 May 2027 with roughly 3, 4 and 5 mile loops, finishers shirt, medal, feed, photos and live tracking.
An 8 km woodland trail run in Fareham on 2 May 2027 at Henry Cort Community College, limited to 100 runners and including a finisher's medal.
Annual spring trail races in Harewood Forest near Wherwell with 10 km, 5 km and canicross on marked, undulating forest and field routes.
Trail run around Winchester offering 14 mile, 19 mile, marathon and 50K distances on marked, chip timed courses with aid stations and parking options.
A seven hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, with medals, distance pins, goody bags and aid stations.
A 7 hour Time Challenge in Staines offering flexible distances from 3 km to ultra along the River Thames with medals, pins and on-course aid.
Two-day self supported navigation and endurance event for teams of two at Newlands Corner in the Surrey Hills, with basic camping, map based scoring and limited entries.
Point-to-point 50 km ultramarathon from Horsham to Brighton across trails and downs, with feed stations, GPS route, medical support and relay and team options.
An inflatable obstacle run in Stoke Park, Guildford on 8 May 2027 offering laps of 2.5 km with distances from 2.5k to 15k, music zones, on-course water and a finisher's medal.
Timed endurance event at Stanmer Park where runners complete 4.167 miles every hour and continue until only one runner remains.
Off road 10 km, 5 km and family runs at Milton Creek Country Park on 9 May 2027 supporting The Oliver Fisher Special Care Baby Trust. Varied trail terrain, route maps and event medals are provided.
Trail races through Rathfinny Wine Estate with single 10.7 km and double 21.4 km loops, marked off-road terrain and chip timing. The carbon neutral event supports the WOLO Foundation and provides aid stations, recycled medals and parking arrangements..
A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.
A chip timed 5 km and 10 km road and trail race at Haddenham Community Junior School on 9 May 2027 with early bird entries and optional event T shirts.