Trail Running calendar near Woldingham 2025-2026

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.

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.

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.

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..

Wild Run Cotswolds invites trail lovers to Cornbury Park for scenic, undulating single loop routes from 10K to the marathon plus a six hour 360 challenge. Family friendly, fully marked and marshalled, entries limited to 600 runners.

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.

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.

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.

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.

The Centurion Autumn 100 will take place in Goring on Saturday 17 October 2026. This trail is organized by Centurion Running. You can run 100 miles.

Run across the sands of West Wittering at the Witterings Beach Run this November, with 5 km, 10 km and 15 km options and canicross entries. Enjoy coastal views, chip timing and a finisher medal on a plastic free, dog friendly course.

Run the rolling South Downs from Goodwood Racecourse this November, with 12km, 19km or 21km trail options. Tackle chalk tracks, forest trails and big views, enjoy on course support, chip timing and a finisher medal, and dogs are welcome.

Join the Windsor Trail Run on Sunday 8 November 2026 in Alexandra Gardens, Windsor for 10K and half marathon off road routes through royal Berkshire. Chip timed races, friendly marshals, an event village and tasty post race goodies await.

Explore ancient woodland and open heath in the New Forest with 10 km, 17 km or 22 km trail options. Enjoy waymarked gravel paths, on course support and a finisher medal, and note water stations are plastic free so bring a reusable cup.

Join a guided 10km trail run around the scenic Devil's Punchbowl in Hindhead, with climbs and a summit pause to soak up the view. Enjoy sunset sessions or headtorch night runs led by an experienced trail coach in a friendly group.

Join a guided 30 mile group trail run from Haslemere led by an experienced ultra coach, through ancient woods, heath and valleys with views from the Temple of the Winds to the South Downs. Suitable for trained runners; tickets sold out.

Test your trail legs on Box Hill Vertical KM, a guided 12.5 mile run near Dorking that crams 1000 metres of ascent into a scenic but technical route. Run as a group through woodland, heathland and open fields with kit support and shoe trial..

Take on the new winter St Edmund Way Ultra on 5 December 2026, an 80 miles route through Essex, Suffolk and Norfolk. Remote trails, checkpoints and live public tracking make this a true day and night test of endurance.

Run the Sussex Downs Trail Run at Plumpton Racecourse for stunning South Downs and sea views across 9, 12 or 22 km routes. Expect rolling trails, friendly marshals, chip timing and a finisher medal for a rewarding winter trail experience.