Trail Running calendar near High Wycombe 2026-2027

A 10 mile loop around Grafham Water starting on the dam, offered as a standard run and a canicross. Scenic reservoir views, woodland trails, finisher medals, on site camping and options for dog friendly entries.

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..

A 200 mile continuous trail run looping around the South of England from Juniper Hall. Runners have up to 96 hours, live tracking, and access to three major aid stations with crew support and drop bags.

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.

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 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.

Trail races at Wenchford Picnic Site offering a 7 mile course with seven named hills and a 14 mile double lap option. Terrain can be muddy and wet and canicross waves are 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.