Trail Running calendar near Crawley 2026-2027

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

A 10 mile cross country run across the West Wight on 13 December 2026, known for its hilly terrain and coastal views. Entries are limited; the race is open to those aged 16 and over and includes a finish memento.

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 muddy, undulating cross country event in Pett offering a roughly 4.2 mile loop, a 2 mile fun run and a children's scurry, with medals, photos and festive prizes while raising funds for Shelter.

Test your endurance at Box Hill with this dawn to dusk trail challenge. Complete as many 10 mile loops as possible before the winter sun sets in this scenic winter event.

A 50 km trail race along the North Downs Way from Detling to Wye on 20 December 2026, featuring about 1,000 m of ascent, three staffed checkpoints and mandatory kit requirements. Entry includes tracking, medical cover and a finisher's medal..

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 limited charity run at Rathfinny Wine Estate on 28 December 2026, made up of two 5 km vineyard loops over grass and chalky trails. Entry is £12.50 with £8 donated to WOLO; the event is cupless so bring your own water vessel.

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.

Gut Buster is a year end cross country event at Butlers Lands Farm near Reading featuring water crossings, fields, footpaths and famously muddy sections. Finish line hospitality includes complimentary mulled wine and mince pies.

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 challenging box hill trail race with a precisely measured 10.000km route, significant ascent, and rough tracks. Registration and parking are at Denbies Vineyard, with a Box Hill course or an alternative vineyard course if needed.

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 ultra from Wendover to Little Venice, the Country to Capital Ultra opens the Grand Slam series with a mixed route of trails, roads and long canal towpath, real-time GPS tracking and five support checkpoints.

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.

Experience the Hampshire countryside with a trail run starting from Sparsholt College. Choose between two distances featuring scenic views of Farley Mount and receive a finisher medal and goodies at the finish line.

A 15 mile multi terrain trail race at Hadleigh Country Park featuring sections of the 2012 Olympic mountain bike course, muddy off-road surfaces and elevated Thames Estuary views. Water is provided cup-less so runners must use a reusable re..