Trail Running calendar near West Malling 2026-2027

Family friendly festive trail event at Wendover Woods in the Chilterns with a Santa Mile plus 5 mile and 10 mile trail races. Finishers of the 5 and 10 mile races receive a medal, merchandise, a mince pie, chocolates and a drink.

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.

The Santa Claws 10km will take place in Thatcham on Thursday 24 December 2026. You can run 10 kilometers.

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.

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.

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.

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..

The Benfleet 15 will take place in Hadleigh, Benfleet on Sunday 17 January 2027. You can run 15 miles.

The Ashdown Forest 10 Mile will take place in Wych Cross on Sunday 31 January 2027. You can run between 5 and 10 miles.

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.

Follow in the footsteps of ancient pilgrims on this 66 mile two day ultra adventure along the historic North Downs Way. Experience a supported winter trail challenge with overnight accommodation and full logistics included.

The Bedgebury Forest 10 and 5 Mile will take place in Goudhurst on Sunday 7 February 2027. You can run between 5 and 10 miles.