Trail Running calendar near Chepstow 2026-2027

A trail half marathon near Bridgend on 19 December 2026, limited to 70 entrants. The mixed terrain course includes road, forestry and muddy sections, and entrants receive a bespoke medal, refreshments and a prize for best festive costume.

A hill race on the Skirrid near Llanvihangel Crucorny on 19 December 2026, covering 5.7 km with 450 m ascent. The route runs from a field start up to the ridge and summit, then down the north west ridge, with roadside parking and a kit dump..

A timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.

A Christmas Carol bobble hat run at Dare Valley Country Park offering distances from 3 km to ultra and a 7 hour Time Challenge; finishers receive a themed medal, bobble hat and goody bag, with aid stations, toilets and free parking on site.

A level 19 km trail race along a converted railway through the River Stour valley. The family oriented event has marked route, aid stations, a canicross option and prebooked transport between start and finish.

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 traditional Boxing Day fell event near Minsterley, Shropshire, with a 4.8 km course and 244 m of climb on a partially marked route. Modest entry fees apply and proceeds go to the Severn Hospice; walkers and families are welcome.

A winter trail running event on the Mortimer Trail offering a roughly 30 mile Ultra from Ludlow Castle and a Croft Half from Aymestrey. The route crosses forests, limestone tops and gentle pastures between Ludlow and Kington.

A free, untimed community run along the canal between Bridgwater and Taunton with 14 and 7.5 mile options. Registration is required and basic medical cover will be available.

A winter cross-country event at Butlers Lands Farm featuring water crossings, Roman Walls, fields and footpaths. Distances are 10K and 10 Mile with entry fees from £32 to £35; finish-line refreshments include mulled wine and mince pies.

A winter 12.5 ish mile run on 29 December 2026 across hilly, windy and potentially snowy terrain, supporting The Royal British Legion Poppy Appeal. Entries are limited and the race is open to runners aged 16 and over with a three hour cut o..

A trail 10 km race in Sidmouth on 31 December 2026 following coastal paths and a loop around Mutters Moor, finishing at Connaught Gardens. Age limit 18 plus, trail shoes mandatory, two hour cutoff and medals for all finishers.

A winter trail event in Mortimer Forest offering an approximately 10-mile mixed-terrain race and a shorter 4-mile route, both featuring a climb to High Vinnalls, muddy trails, and a downhill finish with long-range views.

An 8 hour timed road event on 1 January 2027 in Exmouth with 5.3 km laps on a measured tarmac out and back course beside an old disused train line. Flexible start window and places limited to 100 entrants.

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.

Trail routes around Sir Walter Raleigh's birthplace near Budleigh Salterton, offering a 13.6 mile half marathon and an 8.5 mile third marathon. The marked course passes the Otter valley, High Peak and the Jurassic Coast with aid stations an..

Scenic winter trail running near Farley Mount with two distances, chip timing and finisher medals. The start is at Sparsholt College and the routes feature rolling terrain, tree-lined sections and open Hampshire views.

Off-road multi-distance event at Pengethley Manor offering 5k, 10k, half, marathon and ultra options with a seven hour completion limit. Paid and virtual entries include medals; a free Strava-recorded option is also available without a meda..

Seven consecutive offroad days at Pengethley Manor where participants choose 5k to ultra distances with a seven hour limit each day, a virtual January option, and a unique medal for each day.

Part of the 7 Deadly Sins series at Pengethley Manor, The Proud Run offers 5k to ultra distances on a tough offroad course with a seven hour time limit and both race and virtual entry options, with medals for paid entries.