Trail Running calendar near Cheltenham 2026-2027

Festive trail runs at Wendover Woods on 20 December 2026, with a Family Santa Mile and 5- and 10-mile races; finishers receive medals and seasonal treats. Entry fees range from £14 to £29.

A lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.

A 10 km trail run and canicross at Renegade Brewery on the Yattendon Estate. The course is mostly off road with one water refill station and finishers receive a medal, a pint cup with a free drink and a mince pie.

A seven hour Time Challenge along the River Thames in Egham with flexible distances from 3 km to 50 km, signed laps, medals, distance pins and goody bags, plus a Christmas dinner aid table and a small present for finishers.

A Boxing Day fell event at Stiperstones Inn near Minsterley, covering 4.8 km with 244 m climb. Partially marked course with limited experience required; online entries for recorded times and proceeds go to Severn Hospice.

A traditional 3.5 mile Boxing Day run around Hindhead commons and the Devils Punch Bowl, with Mens, Ladies and a Drinking Run category. All profits support Holy Cross Hospital.

A mixed terrain trail event on Sunday 27 December 2026 tracing the Mortimer Trail between Ludlow and Kington. It offers an about 30 mile Ultra and a Croft Half covering the second half of the route.

A free, untimed community run along the canal tow path from Bridgwater to Taunton offering 14 mile and 7.5 mile options; registration is required for insurance and cafes are located along the route.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

A year-end cross-country event at Butlers Lands Farm featuring water crossings, Roman walls, fields and footpaths. Two routes are offered and entry includes a medal, engraved iTAB, free photos and chip timing.

A trail event at Wenchford Picnic Site with seven hills over seven miles or the double 14-mile Immortal Sinner; forest trails may be muddy or icy and canicross waves are available.

A 43 mile point to point ultra from Wendover to Little Venice in London combining trails, roads and canal towpath. The event includes real time GPS tracking, checkpoints, finishers medals and prizes for top finishers.

A winter trail run near Farley Mount offering two off road distances with chip timing, refreshments and a finisher medal. Routes feature tree lined sections, open views and a short climb on the longer course.

Navigate the terrain of Cannock Chase in this 27 km fell race starting from Milford Common. Participants must use navigation skills across a 540 m climb with full FRA kit required for the journey.

An offroad event at Pengethley Manor offering 5k, 10k, half, marathon and ultra options with a seven hour time limit. Race and virtual entries are available in January, with paid entries receiving themed medals.

A seven day offroad challenge at Pengethley Manor where runners or walkers choose daily distances from 5k to Ultra and earn a unique medal each day; a virtual option is available during January.

Trail event at Pengethley Manor offering 5k, 10k, half, marathon and ultra distances within a seven hour time limit. The offroad laps include a hill and vineyard sections and a virtual option with a personalised bib and medal is available.

Part of the 7 Deadly Sins series at Pengethley Manor, The Lusty Run offers offroad distances from 5k to Ultra with a seven hour completion limit. A virtual option during January includes a personalised virtual bib and recorded result.

Offroad lap-based event at Pengethley Manor offering 5k, 10k, half, marathon and ultra options with a seven hour time limit. A virtual January option, themed medals and on-site facilities are provided.

Part of the Seven Deadly Sins series at Pengethley Manor, this offroad event offers 5k, 10k, Half, Marathon and Ultra options on 2.5k laps with a seven hour time limit. A virtual option in January includes a personalised bib and medal after..