Trail Running calendar near Chignall Smealy 2026-2027

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 10 km trail run and canicross at Renegade Brewery on the Yattendon Estate. The course is mostly off road with one water refill station and finishers receive a medal, a pint cup with a free drink and a mince pie.

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 traditional 3.5 mile Boxing Day run around Hindhead commons and the Devils Punch Bowl, with Mens, Ladies and a Drinking Run category. All profits support Holy Cross Hospital.

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.

A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.

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.

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.

A cross country meeting in Penshurst on 3 January 2027 offering a 5-mile race and a 5-mile canicross option on winter trails, organised by Penshurst Cross Country Run.

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.

A lapped multi terrain event at Brandon Country Park featuring a 5.3 km circuit and flexible four or six hour options. Aid stations are provided each lap, parking is chargeable and the event is cupless.

A road event on the Windmill Way in Bury St Edmunds on 16 January 2027 offering distances from 5k to ultra with aid stations every 10 km. Parking is included and finishers receive a bespoke or lucky dip medal.

A lap-based trail event at Bawsey Country Park offering distances from 5k to ultra marathon, with aid stations each lap and bespoke finisher medals. Parking is included and entries are limited to 100 runners.

A winter trail 10 km through medieval Lavenham along an old railway line, featuring mixed terrain, mud and shallow streams. All finishers receive a medal and podium trophies are awarded for top finishers.

Squirrel Challenge at Daventry Country Park is a six hour timed event on a 3.3 mile off-road loop where participants complete as many laps as they choose. Canicross is permitted and the route passes woods, open grassland and water.

A two day, 66 mile trail ultra along the North Downs Way near Farnham, Surrey on 6 and 7 February 2027. Options include a full package with accommodation and meals or single day entries, with checkpoints and course support provided.

Approximately 48 miles along the historic Peddars Way from Knettishall Heath to Holme-next-the-Sea, mostly flat and well marked with three checkpoints, GPS tracking and a 12 hours completion limit. Mandatory kit and finish amenities are pro..

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.