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 407 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 coastal run on West Wittering Beach with expansive sandy flats at low tide, sea views and three distances 15.3k, 10k and 5k, chip timed with on-course water and medal.
Trail races at Wendover Woods offer marathon, half, 10k and junior distances on hilly mixed forest trails with views from Haddington Hill.
Event Seven of the Wacky Races series is a seafront running event on 1 November 2026 at The Shack, Lee-on-the-Solent with 5K, distance-building options and a 6-hour challenge.
Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.
Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.
Saturn Running's We Will Remember Poppy Run in Staines-upon-Thames is a 7 hour Time Challenge from 5 km to ultra on a signed riverside course with a poppy finisher medal.
Trail routes of 21.3K, 16.5K and 12K from Goodwood Racecourse through the South Downs with varied terrain, views and on-course support.
Night trail at Stonor Park with three marked routes of 7 km, 13 km and 17 km, timed results, one outpost on middle and long routes and no dogs allowed.
Trail races of 7 km, 13 km, and 22 km through Stonor Park and the Chilterns, with steep sections, marked courses, and outpost support.
Nighttime trail run around Winchester on signed routes including the South Downs Way, offered in 12 km and 22 km options with mandatory headtorches.
A fundraising endurance event finishing in Portsmouth with a 76 km ultramarathon from Aldershot or a 36 km run or walk from Petersfield.
27 mile night time group training run at Devil's Dyke with about 1,000 m ascent, guided route and required head torch to practise gear, pacing and night running skills.
Trail event in Windsor on 8 November 2026 with chip timed 10K and half marathon from Alexandra Gardens, featuring medals, free photos and an event village.
Remembrance Run in Staines is a 7 hour Time Challenge on a signed Thames-side loop offering distances from 3 km to 50 km, medals, pins and aid stations.
A Remembrance Day run along the River Thames in Staines with a seven hour time challenge, multiple distances, commemorative medals and distance pins.
A marathon and half marathon on 8 November 2026 in Walton on Thames with a two minute race freeze at 11.00am and a flat, lap based riverside towpath course.
Celebrate Fireworks night with a flexible distance run along the flat Downslink trail in Southwater. Choose your distance on the day and run as many laps as you like over seven hours to earn a bespoke medal.
Free biweekly Sunday morning trail runs from Surrey Trek and Run with multiple distances and a limit of 10 participants per leader.
Free, community guided trail runs in south east England with a run leader, tail runner, social pace and limited places; membership is free and advance registration is required.
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.