Trail Running calendar near Milton Keynes 2026-2027

Tackle 50 miles across Wendover Woods in a scenic but demanding race run as five 10 mile loops with about 10,000 feet of climb. Expect forest trails, well stocked aid stations and a lively finish for a true off road endurance test.

Take on the North Chilterns 50K, a scenic trail ultra from Putteridge Bury that explores Lilley, Pegsdon and Barton Hills with rolling climbs and waymarked trails. Expect stunning views, friendly aid stations and a lively country house fini..

Join the Thames Path Trail Run in Berkshire on Saturday 21 November 2026 for scenic riverside running from Alexandra Gardens. Choose 21 km or 16 km on flat trails and finish with a medal, drink and goodies.

Join the Sherwood Christmas 10k, 5k or Junior Run on 22 November 2026 at Sherwood Pines for festive multi terrain forest trails, medals, photos and prizes including best dressed Santa. Proceeds support Shelter.

Take on the Kingston 10k on 22 November 2026, a lively road race that winds through Kingston streets and along the river towpath. Enjoy chip timing, a finisher medal and goodie bag, and support Kingston Hospital Charity.

Join a guided 10km trail run around the dramatic Devil's Punchbowl in Hindhead at sunset or by headtorch after dark. Steady group pace, rewarding viewpoints and chances to trial Silva headtorches and Salomon trail shoes.

Take in riverside views at the Riverside Marathon and Half Marathon in Walton on Thames on 28 November 2026. Flat, UKA certified towpath course, limited places, medals for all finishers and virtual entry available.

Scenic riverside marathon and half marathon on a flat UKA certified towpath from Walton on Thames to Hampton Court and back. Lapped format with finisher medals and virtual entries.

Experience a scenic 30 mile group trail run from Haslemere along the Serpent Trail and Sussex Border Path, through ancient woods and heath to Blackdown and the Temple of the Winds. Refreshments included.

Join a guided Box Hill trail run with about 1000 m of ascent over 12.5 miles, featuring steep technical climbs and short scrambles. Led by a qualified mountain leader, the steady paced group suits experienced trail runners.

Take on scenic undulating trails around Carsington Water with half marathon or 10k options. Enjoy marked kilometres, on course support, a themed medal and post race goodies after this festive December run.

New winter ultramarathon on 5 December 2026, the St Edmund Way Ultra covers 80 miles across Essex, Suffolk and Norfolk. Expect remote winter terrain, tracker support and strict mandatory kit for a true long distance challenge.

Festive trail runs at Cannock Chase Birches Valley with 10k, 5k and a Junior Run on undulating woodland routes. Fancy dress is welcome with a best dressed prize, finishers get a medal and photos and proceeds support Shelter.

Take on Freedom Racing Hurtwood 50k on 6 December 2026 at Dorking, a scenic trail ultra through the Surrey Hills with checkpoints and live timing. Expect a tough but rewarding out and back course with a 10 hour cutoff.

Join the Chasewater Christmas Pudding Dash at Chasewater Country Park for festive fun with 10k, 5k and a Junior Run on mostly flat reservoir trails. Enjoy medals, photos and prizes including best dressed fancy dress while supporting Shelter..

Run a scenic 10 mile trail around Grafham Water, starting on the dam and weaving through woodland and lakeside views. Canicross wave welcomed with dog facilities and a festive atmosphere supporting Alzheimer's Research UK.

Bauble Bimble at Ferry Meadows, Peterborough on 6 Dec 2026 invites runners to tackle multi terrain 5.3 km laps through forest, with distances from 5k to ultra in 4 or 6 hour formats. Aid at HQ and a bespoke finisher medal add a festive touc..

Don your Santa suit and join 250 Santas and elves for a festive community 5 km at Tinkley Gate National Trust in Woodchester on 6 December 2026. Proceeds support Allsorts charity helping children and young people with additional needs.

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.