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 363 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!
March 2027
Point to point trail races on the South Downs Way offering a 50 mile ultra, a 50 km ultra and a marathon with marked routes, aid stations, coach transfers and an option to plant a tree instead of taking a medal.
Trail running through South Downs woodlands and fields around Stansted House, with 21.4 km, 16.1 km and 10 km options plus chip timing and a finisher medal.
Trail running in the South Downs around Winchester with 5 km, 16 km and 24 km marked, timed routes featuring outposts and free parking.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
Seven consecutive days of timed running on certified out and back routes along the River Thames in Walton on Thames. Distances from 5 km to ultra are available and finishers earn daily mementos plus a seven day lantern medal set.
A two lap multi terrain 10 km trail race on Easter Monday around Mortimer Fairground and local woodlands, with a canicross option, chip timing, medal and free race photos. The undulating course is not suitable for pushchairs or wheelchairs.
April 2027
A two-day running festival in Brighton and Hove featuring the Brighton Miles, a 10K and the marathon, with up to 20,000 participants and a digital Participant Guide.
A single loop 50 km trail race from Arundel through the South Downs with about 3,200 ft ascent, four aid stations, UTMB Index status and 2 ITRA points.
A 40 or 50 mile trail ultra along the Testway from Linkenholt to Totton in Southampton, with aid stations every 10 miles, marshals and medical support. A shuttle option is available for an extra £10 and there is a 14 hour cutoff.
Trail races at Stanmer Park on 3 April 2027 with three distances across the South Downs Way, mixed terrain, outposts, timing and limited dog spaces.
A 42.2 km trail-to-road marathon from Stanmer Park across the South Downs, including Ditchling Beacon and a final 6 km into the Brighton Marathon finish on Hove Lawns.
Trail run in Windsor on 4 April 2027 offering 10K and Half Marathon routes through Alexandra Gardens with Windsor Castle as a backdrop.
A timed Friday run on a flat 5.3 km Thames towpath lap with flexible starts; the £10 charity entry supports Rays of Sunshine and all finishers receive a medal.
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
A 50 mile foot race along the South Downs Way from Worthing to Eastbourne with 5700 ft of climb, marked route, seven aid stations and full medical cover.
Four Centurion 50 mile races from 10 April to 13 November 2027 forming the 50 Mile Grand Slam, with entries open and a minimum age of 20.
Flat out and back Backyard Ultra at Lillyroo's Glamping near Deal with 4.167 mile yard loops every hour, capped at 120 runners and a 7 Hour Challenge limited to 10 places.
Races on the Thames Path at Wraysbury Skiff & Punting Club in Runnymede offering Marathon, Half Marathon and 10 km courses with marked turnaround points and stocked checkpoints.
Trail running at Froyle Village Hall with 10 km and 21 km options, waymarked routes, marshals, water stations, event photos, and proceeds supporting the village hall.
Trail races at Cowdray Estate include 3 km kids, 5 km, 10 km and 10 mile options plus dog friendly canicross and a scored 10 km series.