Trail Running calendar near Saint Margaret's at Cliffe 2026-2027

Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.

Enjoy a festive multi terrain race through the muddy woods and farmland of Pett. This family friendly event features distances for all ages and raises money for the housing charity Shelter.

Experience a 50 km ultra trail adventure along the North Downs Way from Detling to Wye. This fully marked winter race features historic landmarks, three well-stocked checkpoints, and festive hot food at the finish line.

Experience a scenic 10 km trail run through the vineyards of the Rathfinny Wine Estate. Support a local cancer charity while enjoying hilly routes and beautiful views of the South Downs National Park.

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.

Experience a historic trail race at Box Hill featuring significant elevation and panoramic views of the North Downs. This event offers a 10 km course on rough tracks with dedicated categories for men, women, and children.

Join the Penshurst Village Cross Country Run on Sunday 3 January 2027 for challenging 5 mile and canicross races over scenic local trails and open ground. Enjoy a friendly village atmosphere and a great day out for runners and their dogs.

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 15 mile multi-terrain trail run at Hadleigh Country Park featuring muddy, undulating sections and elevated Thames Estuary views. Route maps and GPX files are available and the event operates a cupless water policy.

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.

Discover scenic forest trails at the Bedgebury Forest 10 and 5 Mile in Kent. This undulating multi terrain event features distances for adults and a junior run under majestic pine trees.

Celebrate nine years of running on the historic Flitch Way with various distances from 5km to a 6 hour challenge. Choose your direction on this flexible lapped course and select your favorite bespoke medal.

Experience a fully signed 50k trail ultra through the ancient woodlands of Norbury Park and the North Downs Way. This fairly level route starting near Dorking is supported by four aid stations and finishes with a commemorative medal.

Follow a historic 42 mile pilgrimage route through the scenic Essex countryside to an ancient coastal chapel. This challenging trail ultra features varied terrain and requires self navigation through rolling rural landscapes.