Trail Running calendar near Chandler's Ford 2026-2027

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.

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.

Slow and Dirty is a level 19k trail race along a former railway route through the Stour valley near Sturminster Newton. The course is waymarked every kilometre and finishes with a medal and festive refreshments.

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.

A free community run along the canal and River Tone between Bridgwater and French Weir Park, Taunton, offering 14-mile and 7.5-mile options; registration is required for planning and insurance and the event is not timed.

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 themed trail run at Wenchford Picnic Site featuring seven named hills over 7 miles or the double 14 mile Immortal Sinner. Canicross waves are available and the terrain may be muddy with possible ice or snow.

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 trail half marathon and 10K in Moors Valley Country Park, Dorset, run on gravel woodland paths with lap-based routes and limited canicross places. The event is chip timed, fully marked and follows several eco-friendly measures.

The May Hill Massacre is a demanding 7-8 mile cross-country run in Gloucestershire, featuring steep climbs and muddy trails. A longer 14-15 mile Mayhem option is available for those seeking an extra challenge.