Trail Running calendar near Winchcombe 2025-2026

The Relentless is a looped ultra near Bridgend on 18 September 2026 with 50 mile and 100 mile options over repeated 10 mile laps and big climbing. Limited to 25 runners per distance, the race features a well stocked hub for aid and crew.

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..

Run a scenic 47 mile route from Chipping Campden to Painswick along the Cotswold Way, with rolling hills and varied trails. Support stations, live tracking and a finishers medal help you tackle the 15 hour challenge.

Run the Cotswold Way Century, 102 miles of scenic, very hilly trail from Chipping Campden to Bath. Take up to 32 hours with aid stations, live tracking and a buckle for finishers.

Run along the scenic, traffic free Tissington Trail from Parsley Hay to Ashbourne across two days of half marathons, with a gentle downhill and mixed terrain. Enter one or both days for a bespoke medal, photos and race day support.

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..

Run across open plains and winding forest trails in the New Forest National Park at Hyde Common, the final race in the Classic Element Trail Series inspired by Air. Choose from 18 miles, marathon or 50k ultramarathon on fully marked and mar..

Run scenic countryside trails at the Clipston Trail Half Marathon and Country 5 Miler, starting from Clipston Recreation Ground. Enjoy rolling hills, a homemade cake at the finish and the feel good factor of supporting local playing fields.

Something To Talk About is a technical trail race at Avon Tyrrell in the New Forest with a Grade I manor house as a scenic backdrop. Run looped 3.28 mile laps and choose distances from 5K up to an ultra. Medals for anyone completing a loop.

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.

Run through ancient woodland in the Forest of Dean at the Autumn Half Marathon starting and finishing at Speech House. This scenic 13 mile trail on well marked tracks supports local charities and awards a medal to every finisher.

Experience Cranborne Chase from Salisbury Racecourse on scenic undulating trails. Choose marathon, half marathon or 10k along ancient droves and woodland tracks, with parking, showers and a medal for every finisher.

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.

Tackle a 50 km trail through the Cambrian Mountains near Lake Vrynwy at the Loop Ultra, a supported and fully marked race. Limited to 100 runners, the event blends rugged trails with camping, music and strong on course support.

RunThrough UK invites runners to the Cannock Chase Running Festival at Birches Valley, a scenic forest course offering half marathon, 10K, 5K and junior races. Expect chip timed results, themed medals and a lively event village.

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.

Run scenic, undulating trails around Carsington Water with a choice of Half Marathon or 10K on reservoir loops. Celebrate at the event village with a themed medal, water and festival goodies and GPX files to preview the course.

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.

Blaze the Biblins is a lively 6 miles trail race through ancient woodland, riverside paths and historic ironworks, featuring climbs and technical single track. Enjoy prizes, a memento and post race tea and cake; entries are limited.