Trail Running calendar near Heyshott 2026-2027

A seasonal ten mile multi terrain race in Peacehaven with farm tracks, quieter roads and a notable hill around mile six. The event includes fancy dress, recycled finisher medals, charity partners and photos supplied by Sussex Sports Photogr..

New Forest Xmas Trails offers festive trail races from Holmesly Campsite in the New Forest. Distances range from 15 km to a 50 km ultramarathon on fully marked heath and woodland trails; opt to plant a tree instead of a medal.

Celebrate the season at Moors Valley Country Park with a festive trail run. Choose from a 2km fun run for kids, a 5km, or a 10km route through the winter woodland and lakeside paths. Wear your Christmas gear and join the fun on 6 December 2..

Join this end of season 10K trail championship at Wendover Woods featuring a marked route with 295m of elevation. Qualification is required for this exclusive event which is open to top finishers and volunteers.

Experience a 200 mile winter trail adventure through the South of England. This continuous single stage loop follows iconic paths like the North and South Downs Ways with a 96 hour time limit and full 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 festive midweek run along the River Thames at this flexible Time Challenge event. Choose your own distance, from 3km to an ultra marathon, on a mixed-surface course with full support. All finishers get a medal and goody bag at this..

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.

A 10 mile cross country run through the West Wight landscape on 13 December 2026, with hilly terrain, strong marshal support and a memento for finishers. Entry is limited and the published fee is £27.50.

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.

Join the 20th Christmas Pudding Dash near Pett, Hastings for a festive muddy cross country with a looped main race of about 4.2 miles plus a fun run and children's scurry. Enjoy medals, photos, fancy dress prizes and support for Shelter.

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.

A seven hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club in Egham, with distances from 3 km up to 50 km. Finishers receive a Christmas themed medal, distance pins for half marathon and above, and a goody bag.

A cupless charity run through Rathfinny Wine Estate on 28 December, comprising two 5 km vineyard loops with limited places and a donation of £8 from each £12.50 entry to the WOLO Foundation.

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.

A January trail race around Box Hill with a measured 10.000 km course, 473 m ascent and 335 m descent. Registration and parking at Denbies Vineyard; earphones are not permitted and an alternative Denbies course is used if Box Hill is closed..

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.

A 43 mile point to point ultra from Wendover to Little Venice, London, mixing country trails and Grand Union Canal towpath. The race includes GPS tracking, five checkpoints, baggage transfer, mandatory kit and an 11 hour cutoff.

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.