Trail Running calendar near Henfield 2025-2026

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Run through the rolling trails of Harewood Forest in the Muddy Runners spring trail race near Andover. Choose a 5k or 10k for a scenic, undulating course and mark 4 May 2026 in your calendar.

Take on the Chiltern Hills 100K, a scenic trail ultra across iconic Chiltern ridges and estates on 9 May 2026. Limited field and UTMB Index status mean a competitive, well supported race with challenging climbs, full marking and live tracki..

Run to the Sea Brighton on Saturday 9 May 2026 is a scenic point to point 50k from Horsham to Hove Lawns, crossing trails, rolling downs and the coastal promenade. Enter by 25 April; solo and 2 runner relay options with on course support.

Run scenic off road trails through Collingbourne woods at the Collingbourne Races, with half marathon and 10 km options. Chip timed event with medals and prizes for a memorable trail day.

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

Take on a 40 mile Ridgeway walk across chalk downlands past hill forts, barrows and the White Horse. Limited to 250 places with checkpoints, support and a cloth badge for finishers.

Join the Oliver Fisher 10k and 5k at Milton Creek Country Park for a scenic off road challenge supporting the Oliver Fisher Special Care Baby Trust. Enjoy trails, medals and a friendly community atmosphere while raising funds for neonatal c..

Run through the scenic Rathfinny Wine Estate in East Sussex on 10 May 2026 with 10.7 km or 21.4 km loop options. Enjoy off road trails, recycled slate medals and a carbon neutral, cup less event raising funds for the WOLO Foundation.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Tackle a scenic 10 km trail across the South Downs from Cadence Cycle Club Café in Cocking, featuring rolling hills and a downhill finish. Junior races for ages 6 to 15, chip timing, medals and a lively race village make it a great day out.

Challenge yourself at the Chilterns 30, a 30 km trail across scenic Chiltern Hills with rolling woodland trails, ridgelines and village paths. Guided groups, well stocked checkpoints and a finisher medal with a Trees not Tees certificate ma..

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Join Hairy Legs on 10 May for a rugged cross country across two undulating woodland laps with a few final field challenges. Every entrant gets a t shirt, a free beer or soft drink, a post race BBQ and a prize for best dressed.

Run the North Downs Way 50, a 50 mile trail ultra from Farnham to Knockholt Pound. About 5,600 ft of climb, mostly trails, with aid stations and a 13 hour cutoff for experienced runners seeking a scenic, demanding challenge.

Take on the Compton Downland Challenge on 16 May 2026, choosing a scenic 26.8 mile marathon or a 16 mile route around the Berkshire Downs and ancient Ridgeway. Expect varied, sometimes muddy trails, great aid stations and a hand thrown mug..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Join the Reigate Priory Park 10K on 17 May 2026 for a scenic cross country four lap route in Surrey. Enjoy a friendly race atmosphere, bespoke medals and the chance to support the charity Sport In Mind.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Run spring trails across Hertfordshire farmland at the Stort10 in Hatfield Broad Oak on Sunday 17 May 2026. Choose 10 mile or 5 mile, earn a finisher medal and t shirt or have a tree planted, with prizes and live timing.