Trail Running calendar near Washington (West Sussex) 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..

Tackle a scenic 40 mile Ridgeway walk or run from Avebury to Streatley, crossing the rolling chalk downlands of Wiltshire, Oxfordshire and Berkshire. Limited to 250 entrants, this classic May event blends challenge with stunning countryside..

Run beside the Thames at Runnymede for the Magna Carta Summer with 10 km, half and full marathon options that pass historic riverside landmarks. All finishers receive a bespoke Magna Carta medal.

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.

Run the 13 mile Greenway Challenge in Letchworth Garden City on 10 May 2026, a self guided loop from Standalone Farm along the scenic Garden City Greenway. Receive maps and GPX, enjoy cake and a wooden finisher medal while supporting GRIT c..

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.

Enjoy a scenic one lap 10k through bluebell woods, undulating hills and open common in Surrey at Hampton Estate and Puttenham Common. Chip timed with bespoke 2026 medals, a friendly finish village and superb views.

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Take on a classic 50 mile point to point ultramarathon along the North Downs Way from Farnham to Knockholt Pound, with rolling chalk ridge trails, the climb of Box Hill and about 1,700 m of ascent. Scenic, mostly trail and a true endurance..

Run the iconic Jurassic Coast from Corfe Castle to Bridport, passing Durdle Door, Lulworth Cove and Weymouth. Choose distances from 10 km to 100 km and tackle a one or two day challenge with full support and a finishers medal.

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..