Trail Running calendar near Chelsfield 2025-2026

Chiltern Wonderland 50 on 19 September 2026 is a 50 mile loop from Goring Village Hall through the scenic Chiltern countryside. Expect tough climbs, great views and full support from Centurion Running.

Run 5k to ultra on the scenic Gallops near Bury St Edmunds and spot race horses in training. Aid stations and parking at Suffolk Running Centre; finishers get a bespoke medal. Bring your own bottle.

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..

Join the Chiltern 50 Ultra Challenge from Henley basecamp and run scenic looped trails through rolling hills and nature reserves. Pick 50, 25 or 10 km routes with aid stations, camping options and a finishers medal at a lively basecamp.

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 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 The Maverick South Downs Trail will take place in Horndean on Saturday 3 October 2026.

Run to the Sea Bournemouth is a scenic 50 km point to point ultra from Moors Valley to Hengistbury Head, blending forest trails and seafront paths. Expect a mostly flat course, feed stations, free photos and a bespoke finisher medal.

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.

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.

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.

Explore scenic Kent Downs trails from Maidstone basecamp with 10, 25 or 50 km loops via North Downs Way, River Medway and Leeds Castle. Enjoy full support, camping, timed stops and a finishers medal, tee and fizz.

Guided 30 miles trail run from St Martha's Hill through the Surrey Hills, passing Box Hill, Denbies Wine Estate and quaint villages. An experienced ultra coach leads this friendly group outing, offering guidance and social challenge.

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.

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.

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.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, tackling scenic hills with a group pause for the view. Sessions run at about 6 min per km and take place as sunset or torchlit night runs, with headtorch and shoe trials..

Guided 30 miles trail run from Haslemere across ancient woodland, rare heath and valleys with views to the South Downs. Led by an experienced ultra coach, this non competitive group run mixes challenge with spectacular scenery.