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
Timed lap event on a flat riverside towpath in Walton on Thames with flexible starts, multiple distances and a seven hour time limit.
A 13.1 km fell race on Box Hill with 575 m of climb, held from the Stepping Stones pub in West Humble; pre-entry required and team competitions included.
A four-race seasonal trail series at Cowdray Estate offering 3km kids, 5km, 10km and 10 mile courses, series prizes, linking medals and CaniRun options.
A winter trail event at Moors Valley Country Park on 24 January 2027 offering a half marathon and 10.6 km options, with canicross choices and an eco-friendly wooden finisher medal set amid mixed woodland terrain.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.
A flexible 7 hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medals, distance pins and on-course aid.
Trail run at Queen Elizabeth Country Park in the South Downs offering three off road distances, chip timing, on course refreshments and a finisher medal.
A G3 Series running event in Surrey on 30 January 2027 offering 15 km and 10 km races with start line and parking in a field off Hound House Road.
A seven hour time-challenge along the River Thames in Staines offering flexible distances, themed medals from past events, distance pins and goody bag options.
Timed out and back event on the Itchen Way in Winchester with 2.62 mile laps, flexible starts, an aid station with hot potatoes and medals for all participants.
A winter trail event on 31 January 2027 at Alexandra Gardens Windsor offering 10K and half marathon on a flat, chip timed course with free photos and a themed medal.
A three lap 10K through Jeskyns Community Woodland near Gravesend on 31 January 2027 with chip timing, a finisher medal and event photography.
February 2027
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey with hills, group navigation, kit support, parking and scheduled sunset and night dates.
A PHOENIX Fridays charity run on 05 February 2027 with flexible start times, laps of a 5.3 km riverside course, and the advertised £10 entry donated to Rays of Sunshine.
Single-loop trail races of 50 miles, 50K and 20 miles around Ditcham Park School in Hampshire, following parts of the Staunton and Monarchs Ways and the South Downs Way.
A two day, 66 mile ultra along the North Downs Way with overnight accommodation, GPX navigation files, on course medical support and organised logistics.
A 7 hour Time Challenge on a signed Thames-side loop offering multiple distances, themed medals, distance pins, aid stations and vegan goody bag options.