Trail Running Calendar South East (England) 2025-2026

Tackle the scenic Kent Downs in this Ultra Challenge with looped 10, 25 or 50 km routes from a Maidstone basecamp offering camping, food and on course support. Finishers earn a medal, t shirt and a festival style finish.

RunThrough Trails Beat Box Hill offers scenic, hilly trail routes of 21k, 31k and 50k across chalk climbs and woodland with stunning views. Enjoy chip timing, kilometre markers, an event village, themed medal and free photos.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

Enjoy a scenic 10k through the woodlands of Limpsfield Common and High Chart in Oxted Surrey, with rolling climbs and a downhill finish. Single lap route suits trail runners seeking a challenging rewarding outing.

Autumn 100 is a scenic 100 mile trail from Goring on Thames, routing along the Thames Path and Ridgeway in four 25 mile legs. With a 28 hour cut off and 16 well stocked aid stations, it is a supported test for experienced ultrarunners.

Take on the Gatliff Marathon with 25 km or 50 km options across changing scenic footpaths in Kent, Surrey and Sussex. Organised by COPSE Club, the well supported event includes checkpoints with snacks, finish food and showers.

Run beneath the tree canopy on traffic free woodland trails at Bedgebury Forest, choosing a half marathon or 10K for a scenic, peaceful race experience. Expect a bespoke medal, free photos and a welcoming atmosphere among towering pines.

Beachy Head Marathon Weekend offers stunning coastal scenery and a variety of distances across two days, from 10k to ultra. Expect challenging hills, great support from marshals and aid stations, and a memorable autumn race near Eastbourne.

Run a scenic point to point ultra from Iffley near Oxford to Henley on Thames, following the Thames Path and Ridgeway over roughly 47 miles of riverside and trail terrain. Enjoy checkpoints, GPS tracking and a rewarding countryside challeng..

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

Enjoy an autumn trail challenge at Wendover Woods with marathon, half, 10k and junior 1k options across scenic, hilly and varied terrain. Expect bespoke medals, free photos and family friendly facilities including a cafe, adventure playgrou..

Enigma Fireworks lights up Caldecotte Lake on 6 and 7 November 2026 with marathon and half marathon races around the scenic waters. Enjoy multiple laps, on course support and a bespoke finisher medal in a friendly festival atmosphere.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Run under the stars at Stonor Park for the Maverick Dark Oxfordshire Trail on 7 November 2026. Choose 7 km, 13 km or 17 km marked, timed routes with atmospheric night running and outposts on the longer courses.

Explore autumn trails at Stonor Park and the Chilterns on 7 November 2026 with 7 km, 13 km and 22 km routes, wildlife and scenic woodland. Fully marked, timed and a finisher medal await in this friendly trail event.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

Join the Remembrance Run on 8 November 2026 at Wraysbury for a moving riverside event honouring those who died, with a two minute silence during the race. Choose distances from 3 km to ultras and earn a finisher medal.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Run through ancient woodland and heathland in the New Forest near Brockenhurst, where free roaming ponies, horses and deer may appear. Choose the half marathon or a shorter route and enjoy a medal, finisher's gift and drink.

Tackle the Wendover Woods 50, a rugged 50 mile trail challenge across five 10 mile loops through scenic woodland with roughly 10,000 feet of climb. Expect technical forest trails, full support and a dramatic finish at Trig Point Field.