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