Trail Running calendar near Epping Forest District 2025-2026

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.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

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.

The Bury to Clare Challenge will take place in Bury St Edmunds on Sunday 17 May 2026. You can run 18 miles.

Explore Canterbury on foot at the Canterbury City Race European Tour from 22 to 24 May 2026. Three lively urban orienteering races send you through the medieval centre, cathedral quarter and university campus for a fast weekend of navigatio..

Explore Canterbury's historic centre in a time trial orienteering, with 5 mile and 5k courses past King's School, Westgate Gardens and St Augustine's Abbey. Fastest time wins and finish is at Canterbury Christ Church University.

The South Downs 50 km runs along the South Downs Way from Falmer to Eastbourne, finishing on the white cliffs at Beachy Head. Mostly runnable trails and 3,500 feet of climb make this a scenic coastal challenge for trail runners.

Take on the London to Brighton Ultra, a 100 km route from Richmond to Brighton with about 1500 m of ascent and a two day daylight option with an overnight midpoint. Fully supported with covered rest stops, medical teams, transfers and a fin..

Run at Grimsthorpe Castle at the Grim Reaper Running Festival with races from 10 mile to 100 mile and a team relay. Scenic 10 mile loop through ancient woodland and lakeside trails, plus night options, medals and on site camping.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

Tackle the stunning Seven Sisters Half Marathon on the South Downs, a 13.5 mile single loop that crests the iconic cliffs, crosses Beachy Head and winds through Friston Forest. Expect rolling hills, mostly runnable trail and unforgettable c..

Tackle a scenic 26.2 mile marathon across three laps of Richmond Park, with rolling hills and beautiful parkland views. Chip timing, aid stations, medical cover and a lively finish make this a rewarding London park marathon for seasoned and..

Discover Ealing on foot at the Queen of the Suburbs Ultra, a single borough trail event offering a scenic 50k ultra and a friendly 25k loop. Wind through parks, canal paths and Horsenden Hill for leafy views across west London.

Join the Rebellion 10km on Monday 25 May at Riverwoods, Marlow, for a scenic trail along the Thames including a crossing of Marlow Bridge. Finishers receive a medal, a Rebellion beer or non alcoholic alternative and a branded pint cup.

Run the Beat the Sunset 50 km ultra in Maidenhead, a scenic single lap mostly off road along the Thames Path and Jubilee River. Expect checkpoints, live timing and a finisher medal as you chase the sunset.

Run the full 86 mile Ridgeway National Trail from Ivinghoe Beacon to the Avebury Stones, tackling rolling chalk ridges and ancient landscapes within a 28 hour cutoff. A tough but rewarding UTMB World Series index race with full support.

Enjoy a supported 50 km from Rochester to Tonbridge along the scenic Medway Valley Walk on mostly flat towpaths and trails. Aid stations, GPS tracking and the Tonbridge athletics track finish add a polished riverside vibe.