Trail Running calendar near Hastings 2026-2027

Experience a winter ultra marathon through the trails of East and West Sussex. Choose from three single loop distances starting in Eastbourne and passing the famous Seven Sisters.

Experience an ultramarathon through the Surrey Hills starting from Dorking. Run over Leith Hill and Pitch Hill on a signed 50 km trail route that qualifies for the UTMB index.

Enjoy a festive 10 mile multi terrain run through farm tracks and quiet roads in East Sussex. This holiday themed event features fancy dress, recycled medals, and mince pies for finishers.

Experience an incredible winter running adventure on this 200 mile continuous loop through the South of England. Navigate iconic national trails over 96 hours with support from major aid stations and live tracking.

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 flexible festive run along the River Thames with distances ranging from 3km to Ultra Marathon. This 7 hour time challenge welcomes runners and walkers of all abilities to earn a medal and goody bag.

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.

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.

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.

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.

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.

Celebrate Christmas Day with a flexible 7 hour time challenge along the scenic River Thames in Egham. Run any distance from 3km to an ultra marathon and enjoy a unique themed aid station and finishers medal.

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 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.

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.

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.

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.