Trail Running calendar near Kent 2026-2027

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.

The Boxing Day Run - Hindhead will take place in Hindhead on Saturday 26 December 2026. You can run 4 miles.

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.

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.

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.

Multi-distance road event from Suffolk Running Centre near Bury St Edmunds offering 5k, 10k, half, marathon and ultra options. The Windmill Way and Golding Hills course has rolling hills, aid stations every 10 km and bespoke finisher medals..

Trail runs start and finish in Queen Elizabeth Country Park on the South Downs, passing through Head Down, the South Downs Way and the Milky Way. Three route lengths are offered and finishers receive a medal, a drink and event goodies.

A winter trail run through medieval Lavenham along the old disused railway, covering a 10 km mixed terrain route with footpaths, forest trails and shallow streams. Manual timing, medals for all finishers and podium trophies for top places.

A single-loop 53 mile trail race starting and finishing at Ditcham Park School in Petersfield. The route has about 6400 ft of ascent, six aid stations, full way marking and is worth 3 ITRA points.