Trail Running calendar near Southend-on-Sea 2025-2026

Run scenic, hilly trails around medieval Rye, linking ancient tracks through the High Weald and passing Norman churches. Choose 30k or 15k with about 1,500 ft of climb in a lively community event that supports a local charity.

A scenic 13.1 mile trail through Richmond Park, starting and finishing at Sheen Gate. Rolling trails, lakeside views and woodland wildlife make this a refreshingly classic half marathon for runners of all levels.

Join the Alf Shrubb Memorial 10k and 5k in Slinfold, a friendly trail race through West Sussex countryside finishing at Slinfold Cricket Club. Chip timing, medals, cakes and a licensed bar make it a lively community fundraiser supporting lo..

Chiltern Wonderland 50 is a single loop 50 mile trail from Goring on Thames that tackles 5,600 ft of climb along the Ridgeway and Thames Path, promising a tough and scenic day in the Chiltern Hills. Well marked course and five aid stations..

The Lucky Horseshoe invites runners to tackle scenic out and back trails around Bury St Edmunds on 19 September 2026, with distances from 5k to ultra and friendly aid stations. Expect a bespoke finisher medal and a welcoming race village at..

Event overview The Bradenham Blast takes place on Sunday 20th September 2026 and offers three trail distances: 5km 10km Half Marathon (21.1km) Routes run through beech woodland and across the Bradenham Estate in the Chiltern Hills, which..

Take on the Chiltern 50 Ultra Challenge from Henley Showground and enjoy looped trails through the rolling Chiltern countryside, with walk, jog or run options to suit every pace. Basecamp adds camping, a Saturday meal and shuttle service.

Join The Pumpkin Run in Colchester on Sunday 27 September 2026 for 10K, 5K or a fun 1K family dash through scenic fields and a festive pumpkin corn trail. Expect chip timing, an event village, exclusive medals and plenty of family friendly..

Take on 25 km of scenic trails through Epping at the London EcoTrail, an eco focused run that blends challenge with beautiful countryside views. Perfect for trail lovers seeking a green, memorable race day.

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

The South Downs 100 mile (Autumn Event) is a challenging single-loop trail race held in the scenic South Downs National Park, starting at Plumpton Racecourse in Lewes, East Sussex. Covering 100 miles with over 12,000 feet of elevation, the..

Run to the Sea Bournemouth on 3 October 2026 is a point to point 50 km ultra from Moors Valley to Hengistbury Head, pairing flat scenic forest trails with seafront running. Course is fully signed with feed stations, a finish medal and event..

Run beneath starry skies on the South Downs at The Dark Downs, a dusk to night trail event from Plumpton Racecourse near Lewes. Choose a 50k or half marathon on rolling, runnable trails with reflective signage and friendly aid stations.

Enjoy scenic undulating forest trails at Alice Holt with 5k, 10k, Half Marathon and junior distances run over 5k loops. The event is postponed until Spring 2026 and raises funds for GUTS to support bowel cancer detection and research.

Explore the Kent Downs from Maidstone this October with 50 km, 25 km and 10 km loops for walkers and runners. Support, camping, food and a finisher's medal and t shirt make for a rewarding weekend.

Join a guided 30 mile trail run from St Martha's Hill through the Surrey Hills, with views of Box Hill and Denbies Wine Estate. Run as a friendly group with an experienced ultra runner and coach to guide you every step of the way.

Push your limits at Loop Til You Drop Backyard Ultra at Turvey House. Run a 6.7 km loop each hour, starting on the hour, and see who lasts longest; single, paired and 7 Hour Max entries welcome.

Endurancelife comes to Dunwich on 11 October 2025 with scenic flat courses through forest, moorland, grass and beach. Distances from 10K to a 32.7 mile ultra, fully marked, timed with medals and instant splits. Waitlist open.

Tackle rolling climbs and sweeping Chiltern views at the Frieth Hilly 10 km and 5 km Run, set on mixed woodland paths and country roads. Expect a scenic but challenging route between Frieth and neighbouring villages.

Take on Autumn 100, a scenic 100 mile trail challenge around Goring and Streatley along the Ridgeway and Thames Path. Four 25 mile out and back spurs, 28 hour cutoff and a field limited to 250 starters make for a classic long distance test.