Trail Running calendar near Cotswold District 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.

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.

Choose 10 Mile or 10K starting at Hengistbury Head and run Bournemouth seafront via Boscombe Pier on largely flat, traffic free paths with sea views. Chip timed and marshalled, the event offers water, post race treats and a medal for finish..

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 the Cardington Cracker, a 9 mile fell race near Church Stretton with 793 m of climb and breathtaking Border views. Pre entry only and limited parking mean early sign up is essential for this rugged, rewarding test.

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 Partridge in a Pear Tree at Pengethley Manor, Ross on Wye for a scenic offroad race through vineyards and rolling hills. Choose 5k, 10k, half marathon, marathon or ultra, walkers welcome and virtual entries available.

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.

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.

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.

Celebrate the season at 2 Turtle Doves at Pengethley Manor on 7 Dec, an offroad 2.5 km loop through vineyards and rolling hills with distances from 5k to ultra. Runners and walkers are welcome for a friendly, festive challenge.

Choose your distance from 5k to ultra and tackle scenic off road laps through Pengethley Manor's vineyards, with a testing hill on every circuit. Walkers and runners welcome at this one day stop in a 12 day Christmas race series.