Trail Running calendar near Gravesham District 2026-2027

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.

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.

A lapped run at Brandon Country Park on a 5.3 km mixed terrain loop, offered as either a four hour or six hour session with on lap aid, flexible targets and a bespoke finishers medal.

Windmill Way Wander on 16 January 2027 at Suffolk Running Centre offers road routes on Windmill Way and Golding Hills with distance choices from 5k to ultra. Aid stations are placed every 10 km, parking is included and bespoke medals are pr..

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..

Experience a rewarding trail race through the private grounds of Ashdown Forest with 1568 feet of elevation. Choose between 5 or 10 miles of hard packed trails featuring steep climbs and panoramic views across The Downs.

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.

Join this 5 km canicross adventure through the scenic woodland tracks of Irchester Country Park. This dog-friendly event features a staggered start, professional support, and finishers medals for both runners and their canine partners.