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!
January 2027
A riverside 3.28 miles out-and-back event at Wraysbury offering distances from 5K to ultra and a six hour challenge, licensed by TRA and run under UKA rules.
Friday timed runs on a flat riverside 5.3 km lap with flexible entry options, charity allocation for the £10 run and commemorative finishers' medals.
Lap the Thames towpath in Walton-on-Thames with distances from a 5.3 km lap up to ultra plus flexible starts and medal or no medal entry options.
A 43 mile ultra from Wendover to Little Venice in London that opens the ultra season, featuring GPS tracking, five checkpoints, baggage transfer and a mandatory kit list.
A guided 30-mile trail run from St Martha's Hill along the North Downs Way to Box Hill, offering group pacing, coaching, and route support for first-time ultra runners.
A 7 hour time challenge on a signed River Thames loop offering distances from 3km to 50km, themed medals, distance pins, goody bags and on-course aid.
Timed out and back event on The Itchen Way in Winchester with flexible starts, lap distances from 2.62 miles up to ultra distance, and on-course vegan options.
Trail running and mountain biking in the Chilterns with map and compass navigation, multiple timed race options and bike hire available.
Scenic off-road event near Winchester offering 21.4k half marathon and 12.1k routes on tracks and footpaths with chip timing and a finisher medal.
A multi-terrain 10k, 5k and junior run around Bewl Water on 10 January 2027 with route maps, GPX files, medals and event photography.
Winter gravel and trail running in the New Forest from Holmsley Campsite with 6 km, 12 km and 22 km routes on 16 January 2027.
Timed multi distance run on a flat riverside towpath in Walton on Thames with lap choices from 5.3 km, flexible start times and a medal or lower cost no medal option.
Timed out-and-back event on the Itchen Way in Winchester with multi-lap options, a themed atmosphere and an aid station with vegan choices.
A last person standing backyard ultra on a 4.2 mile loop near Alfriston, with token checks, aid station support and a focus on sustainable event practices.
A timed Friday "rock up and run" event at Walton on Thames on a flat riverside towpath with options from 5 km to ultra and a finishers' medal for every entry.
A themed seven hour Time Challenge along the River Thames offering flexible distances from 3 km to ultras, Rocky Horror medals, aid stations and vegan goody bag options.
Night time runs at Cowdray Park with 3 km kids, 5 km and 10 km options including dog friendly races; head torches required.