Trail Running calendar near Winchcombe 2026-2027

We have found 595 Trailruns within 80 miles of Winchcombe. See below where and when you can find the races.

A night gravel trail run in Alice Holt Forest with 5 km laps and three distance options, head torch navigation, on-course outposts and on-site parking and facilities.

Winter Sugar Loaf is a 9.6 km fell race near Abergavenny on 31 October 2026 with 485 m of ascent; entry via Fabian4 costs £9. The route is partially marked, full WFRA kit is mandatory and limited parking is available.

An evening Halloween run at Hogmoor with kids and adult loop options, varied sandy and muddy terrain, fancy dress encouraged, free parking and medals for finishers.

A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.

November 2026

Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.

A 10 mile off road trail in Stonehouse near Stroud on 1 November 2026, starting with about one mile uphill followed by nine miles of undulating muddy trails. Canicross runners are welcome and there is a 2 hour 30 minute cutoff.

Eight-day race series in Telford offering 8 miles, 16 miles or a 26.2 mile marathon each day. Each day is a separate race with its own medal and Race HQ at The Unicorn Inn in Little Dawley.

Shepshed 7 on 1 November 2026 features a measured seven mile, chip timed race through Garendon Park plus a fun run with entries on the day; prizes, a commemorative t shirt for finishers, and limited onsite facilities are provided.

Night and dawn five mile runs in Market Harborough that pass through the 422 m Oxendon Tunnel. Headtorch required, entries are £23 single or £40 for both, and all finishers receive interlinking medals.

Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.

Night trail running at Stonor Park in the Chiltern Hills on 7 November 2026 with three waymarked routes of 17 km, 13 km and 7 km. Outposts, parking, timed results and finish facilities are provided; dogs are not permitted.

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.

A mixed terrain running event around the Brecon Beacons on 7 November 2026, held across trail, mountain, canal and road. Three distances are offered and conditions in mid-November can range from bright sunshine to freezing temperatures with..

Experience a scenic trail run through the Bedfordshire countryside starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.

A cross country run and walk across the Leicestershire Wolds, the twenty second Seagrave Wolds Challenge covers about 16 miles of hilly, multi terrain paths and private land, with food stops en route and charitable proceeds.

A twilight off road 10k around Eastbury Park and Chettle with wooded sections and historic landmarks. Medals, trophies and refreshments included and entries are limited to 200.

Experience a 30 mile ultra marathon through the heart of the Brecon Beacons featuring the summit of Pen y Fan. This trail event offers technical terrain and scenic reservoir views with a strict 200 runner limit.

Trail running at Stonor Park in the Chilterns with three route choices of 22 km, 13 km and 7 km. Expect well marked woodland trails, steep climbs, possible wildlife sightings and outposts on the longer courses.

A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.

A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.

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