Trail Running calendar near Hertfordshire 2026-2027

We have found 536 Trailruns within 80 miles of Hertfordshire. See below where and when you can find the races.

A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

A seasonal trail event at Salcey Forest offering 10k, 5k and a 1.2 km junior run on tree lined, mostly flat forest trails. The race raises funds for Shelter and includes a bespoke medal and free photographs.

A looped forest event at High Lodge, Thetford Forest offering distances from 5k to ultra on a 5.3 km lap, with on-course aid, bespoke medals, reduced parking for participants, and a portion of fees supporting forest upkeep.

A festive-themed half trail marathon on a well marked 13.1 mile route through woodland, meadows and quiet lanes in Mid-Suffolk, with on-course water refill, professional photography and trophies for the top three men and women.

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 festive cross country event in Pett, East Sussex on 19 December 2026 with a five mile loop, a two mile fun run and a junior scurry. The race supports Shelter and includes medals, photos and prizes for fancy dress.

A multi-distance event at Suffolk Running Centre offering 5k to ultra options, looped and out and back routes, aid stations every 10k, included parking and a bespoke finisher medal. The event operates a cupless policy.

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 50 km winter trail event on the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit checks. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.

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 Christmas Eve trail 10 km at Renegade Brewery in Yattendon that includes a medal, a pint cup with a free drink and a mince pie. Canicross entry is available and the event raises funds for Newbury Riding for the Disabled and PALS.

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 cupless charity run across vineyard trails at Rathfinny Wine Estate, featuring two 5 km loops, limited to 75 local runners; part of each entry fee supports the WOLO Foundation and basic facilities are provided at Race HQ.

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.

January 2027

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.

Experience a winter trail adventure at the Penshurst Village Cross Country Run. Participants can choose between a standard five mile cross country course or a five mile cani cross run through scenic local landscapes.

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