Trail Running calendar near Gerrards Cross 2026-2027

This 10 mile event takes runners on a scenic loop around Grafham Water in Cambridgeshire. The multi terrain course offers varied views from woodland trails to the reservoir's edge. Held in early December, finishers receive a custom medal an..

Bauble Bimble is a timed multi-lap running event at Ferry Meadows on a 5.3 km gravel and grass loop. Runners choose how far to go over the event duration, with an aid station each lap and event medals available.

Dash through the festive trails at the National Trust's Tinkley Gate in this family-friendly 5 km off-road event. Wear your best Santa suit, bring your dog on a lead, and support the Allsorts charity. All paces are welcome for a fun, commun..

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..

The Winter Downs 200 is a 200-mile continuous winter trail run around southern England. Runners have 96 hours to complete the giant loop, which weaves together five iconic long-distance trails. The event features live tracking and support s..

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.

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.

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.

A multi-distance festive run at High Lodge, Thetford Forest on 13 December 2026, featuring 5k to ultra options on a 5.3 km lap, on-course aid, bespoke medals and post-run tea, with 20% of entry fees supporting forest upkeep.

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.

A multi-distance winter running event at Suffolk Running Centre offering 5k, 10k, half, marathon and ultra options. The course uses loops and out and back sections, has aid stations every 10k, parking included and bespoke finisher medals.

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..