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!
December 2026
A lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.
A 10 km trail run on the Yattendon Estate at Renegade Brewery on December 24th, with a Canicross category, medal, pint cup and a mince pie for finishers.
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medal and goody bag, plus an optional Christmas dinner at The Last Hop.
A charity off-road three mile run in Saltwood on 26 December 2026 that usually attracts over 1,000 entrants, with medals for all finishers and several entry options.
Traditional 3.5 mile run from the Devils Punch Bowl Hotel across Hindhead commons via Gibbet Hill with chip timing and all profits to Holy Cross Hospital.
A seven hour Time Challenge on a signed Thames riverside loop where participants choose their distance and select a past event medal on finishing.
Charity event on 27 December 2026 supporting Rowans Hospice with a 10 km mixed road and trail run and a separate 5 km walking option.
A 7.5 km trail loop around Westfield with over 80% off-road running, marshals on course and tea and cake afterwards; entry limited to 60 runners.
A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.
Off-road races at Longmoor over dunes, water features and steep climbs with 5 mile and 10 mile options, medals for finishers and age-specific rules.
A flat 10 km head torch run on 29 December 2026 in Shoreham with chip timing, midway aid station, marshals and a new medal that can link with the lightlink medal.
January 2027
A single-distance trail race of 10.000 km on Box Hill with substantial climb, rough terrain, a concurrent children's run, a bag drop and a water station at 6 km.
A New Year race at Hill Barn, Worthing with a 5 miles senior course over chalky hills and a 1 mile junior grass course, organised by Worthing Gazelles.
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
A 10.5 mile marked trail run at Beachy Head on January 3, 2027 with a post-race lucky dip that assigns extra virtual mileage to complete by March 20.
A long-running off-road and road race on Epsom Downs offering 10 mile and 10k options while raising funds for local charities.
Kickstart the New Year with a relaxed 5 km loop at Lee on the Solent Beach featuring spot prizes and food bank donations.