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!
November 2026
A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.
A 7 hour Time Challenge along the River Thames with flexible distances, themed medals, goody bags and Krispy Kreme donuts at the finish.
Trail races at Mapledurham Estate in 2026 with 10K, 10 mile and half marathon courses across muddy paths, woods and estate roads and postrace refreshments.
Lap-based timed running on the Downslink at Southwater with distances from 5 km to ultra, flexible start times and a seven hour limit; all participants receive a finisher medal.
An 8.5 km trail loop around Northiam with over 70% off-road running, marshalled course, prizes for top finishers, and tea and cake at Northiam Village Hall; entry limited to 60.
A festive Santa Dash in Northchapel on Sunday 29 November with 5K, 2.5K and a toddler scramble, medals for finishers and funds raised for Northchapel Village School.
Watlington XC 10k is a 10 km cross country fell run over the Ridgeway and Chiltern Hills for runners aged 16 and over, with pre-registration required and no entries on the day.
December 2026
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
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.
Single loop winter trail ultras on the South Downs from Plumpton Racecourse, offered as 50k, 55 miles and 100 miles with winter conditions and required qualifiers.
A timed challenge along the River Thames in Staines offering distances from 5 km up to 50 km with a medal, bobble hat and on-course aid.
A winter adventure race in the Surrey Hills combining trail running and mountain biking with map and compass navigation, multiple time-based options and bike hire available.
Timed multi-lap run on a flat 5.3 km out-and-back Thames towpath in Walton on Thames, with multiple distances and a one hour rock up start window.
A 50 km trail ultramarathon from Dorking along the Greensand Way, crossing Leith Hill, Holmbury Hill and Pitch Hill through the Surrey Hills AONB.
Trail running event on 6 December 2026 at Holmesly Campsite, New Forest, offering 15 km, 30 km, marathon and 50 km routes with marked one-lap courses.
An end of season trail championship at Wendover Woods featuring a 10 km route with 295 m of climb, chip timing and entry for qualified runners.
A December 10 mile undulating race around Peacehaven with mostly off road sections, marked route, finishers' medal and festive prizes.
Timed lap event at Tilgate Park, Crawley with 5 km laps and distances from 5 km to ultra, a 7 hour limit, and a finisher medal for all participants.
A festive community run at Frimley Lodge Park on 6 December 2026 with a new mostly flat course, 5K and 1K Fun Run, Santa hats and medals.
A taster on the Longbridge 100 backyard course: six 7 km yards totalling 42 km using backyard rules, with timed results, prizes and on-course support.