Trail Running calendar near Chillenden 2026-2027

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 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 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.

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..

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.

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.

A 28.2 trail marathon along the River Adur in February, starting at Shoreham Sea Scout Hut, with muddy paths and fully stocked aid stations. Prior trail marathon experience, suitable clothing and a mobile phone are required.

Lapped running on the Flitch Way near Rayne with 5.3 km loops and options from 5 km up to marathon plus a 6 hour challenge. Cupless aid stations at every lap and a choice of bespoke medals and goody bags.

A fully signed *50k* trail race on the North Downs Way and Norbury Park near Dorking, with 2986 ft of ascent, four checkpoints and a finisher medal. Entry fee £75 and minimum age 16.

A 42-mile trail ultramarathon across historic Essex from Chipping Ongar to St Peter-on-the-Wall, with varied muddy paths, four staffed checkpoints, GPX navigation and compulsory safety kit.

Coastal trail running from Eastbourne along the Seven Sisters with 10K, half, marathon and ultra options. Courses cross chalk downland and forest, are fully marked, timed, and form part of the Endurancelife season leaderboard.

The North C Trail will take place in Koksijde on Sunday 7 March 2027. You can run between 13 and 42 kilometers.

Multi distance trail event at Hyde Hall Farm on 13/03/2027 offering 10k, half, full and ultra options. The course uses farm grounds with laps, an aid station, secure on site parking and a bespoke finisher medal.

A short out and back carrying race on The Nower in Dorking with a 380 m course and 15 m ascent. Adult pairs follow a weigh in and helmet rules; prizes include a barrel of local ale and novelty awards.