Trail Running calendar near Woodstock 2026-2027

Festive trail runs at Wyre Forest on 13 December 2026 feature a family 1 Mile plus 5km and 10km trail races in ancient oak woodland, with canicross options for the 5km and 10km and seasonal finisher medals and treats.

The 12 Drummers Drumming Run is a festive Christmas series event. Choose from 5k to Ultra distances on a tough off road course at Pengethley Manor. A virtual run option is also available.

Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.

A dawn to dusk winter trail challenge at Box Hill in Dorking on 19 December 2026. Runners complete a roughly 10 mile loop with about 2,400 ft climb per lap and may stop after any completed lap.

A level 19 km trail race along a converted Somerset and Dorset railway through the Stour valley, with route markers, two aid stations, a canicross option, parking and post-race refreshments.

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 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.

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.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

A themed trail run at Wenchford Picnic Site featuring seven named hills over 7 miles or the double 14 mile Immortal Sinner. Canicross waves are available and the terrain may be muddy with possible ice or snow.

A New Year trail race at Box Hill with an exact 10.000 km route, 473 m of ascent and rough tracks offering steep sections and wide views. Registration and parking are at Denbies Vineyard and headphones are not permitted.

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.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Winchester Trail Run in January 2027 offers two off road routes around Farley Mount near Winchester, including a half marathon and an Epic course with a short climb and countryside views.

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.