Trail Running calendar near West Wycombe 2026-2027

Winter Downs 200 is a 200 mile continuous trail run from 9 to 13 December 2026, based at Juniper Hall near Dorking and linking iconic long distance trails across southern England. Runners have 96 hours to finish with live tracking, hot food..

Tackle the 6 Geese a laying Run at scenic Pengethley Manor, a tough offroad loop through vineyards with a hill each lap. Choose 5k, 10k, half marathon, marathon or ultra, on site or virtual, open to runners and walkers aged 18 and over.

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.

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.

Salcey Forest Christmas Race offers flat but muddy tree lined trails for 5k and 10k plus a junior fun run. Seasonal fancy dress is encouraged with a best outfit prize, and proceeds support Shelter.

Take on the Chilly Hilly 10 mile cross country run along West Wight coast and inland hills on 13 December 2026. Expect stunning views, friendly marshals and a warm finish with mince pies and mulled wine.

Join the 12 Drummers Drumming Run at Pengethley Manor on 17 December 2026 for off road loops through vineyards and rolling hills, with distances from 5k to ultra. A virtual option lets you take part anywhere and earn the same medal.

Celebrate Christmas Eve with the Die Hard Christmas races around scenic Caldecotte Lake in Milton Keynes, with marathon and half marathon options. Enjoy lakeside laps, friendly race support and a bespoke finisher medal.

Celebrate Christmas Day with the Cracker Run, a 7 hour time challenge along the River Thames at Wraysbury. Run or walk as many laps as you like and nab a festive finisher medal for completing 3 km or more.

Join the Charity Christmas Run at Rathfinny on 28 December for a scenic two lap 5 km through rolling vineyard trails, limited to 75 runners. Entry includes a donation to the WOLO Foundation and winners get Rathfinny wine.

Frozen Phoenix Day 1 on 29 December 2025 offers a flat canalside course at Xcel SPORTS HUB in Walton on Thames. Pick 5 km, marathon or ultra, run laps and claim a rainbow plated finishers medal onsite or virtually.

The Penshurst Village Cross Country Run will take place in Penshurst on Sunday 3 January 2027. You can run 5 miles.

Tackle the scenic North Downs Ridge 50k on Sunday 21 February 2027, a challenging trail ultra from Denbies Wine Estate near Dorking along the North Downs Way. Expect stunning Surrey countryside, support on course and a finisher medal.

Tackle the MTC Winter Green Man Ultra, a challenging winter trail around the City of Bristol with a flagship 45 mile loop and a 30 mile option. Expect varied terrain, great views and supportive organisation; entries close 4 March 2027.

Run the Birmingham Black Country Half Marathon on Saturday 3 July 2027, a scenic 13.1 mile route through historic streets. Expect vibrant crowds, great community spirit and a welcoming race day for all abilities.