Trail Running calendar near Cheltenham 2026-2027

A Halloween themed night time run at Irchester Country Park on 30 October 2026 offering 5k and 2k family runs, finishers medals, Halloween treats, free event photos and prizes for top 3 men and women in the 5k.

A series of mountain trail races across the Black Mountains and Brecon Beacons offering four distances from 21 miles to 100 miles. Routes combine marked sections, GPS navigation and staffed checkpoints with mountain safety cover.

Chiltern Ridge Winter 50K is a single loop trail race from Berkhamsted covering 50 km with 800 m ascent, a fully marked route, three aid stations and a nine hour limit.

A 32 km, 1800 m ascent mountain event at Pen y Fan featuring three separate ascents via six different paths, with Classic and 16 kg weighted categories. Navigation is required and control marshals monitor checkpoints.

Night laps by head torch through Alice Holt Forest with three route lengths, one refuel outpost per lap, free parking and a metal finisher medal.

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.

Evening Halloween trail run at Hogmoor with kids 3.3K, adult 6.6K or 10K options, a canicross race, spooky features 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.

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.

A chip timed seven mile country race through Garendon Park on 1 November 2026, with prizes, commemorative t shirts and a separate fun run with day entries.

A 7 hour time challenge in the Northampton Washlands with flexible distances from 3 km to 50 km, medals, distance pins, goody bags and aid stations.

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 on 7 November 2026 with three marked routes of 7 km, 13 km and 17 km across Chiltern Hills estate trails. Runners should carry a head torch, bring a refillable cup and note one outpost on the middle and lo..

Three trail races around Talybont On Usk on 7 November 2026, from a 13 mile half to an approximately 49 mile ultra that includes an out and back to Pen y Fan.

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 of about 16 miles through the Leicestershire Wolds on 7 November 2026, starting from Seagrave War Memorial Hall. Food and drink stops are provided and proceeds are donated to local charities.

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.