Trail Running calendar near Cheltenham 2026-2027

We have found 434 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

Three trail races around Talybont on Usk on 7 November 2026, including a 49 mile ultra with an out and back to Pen y Fan. Routes combine trail, mountain, canal and road terrain with notable elevation.

A trail half marathon in Leighton Buzzard on 7 November 2026, the Dirt Half Challenge follows towpaths, woodland and Greensand Ridge sections with marshals and first aid support and parking options at the school and nearby train station.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

Join Remembrance Run 2026 in Egham for a scenic riverside Time Challenge on 8 November, with a two minute silence removed from official times. Choose distances from 3 km up to 50 km and run laps at your own pace.

Join the Remembrance Run on 8 November 2026 for a scenic timed challenge along the River Thames where you pick your distance from 3 km up to ultra. A two minute silence will be observed and finishers from 3 km receive a medal.

Run through ancient woodland and heathland in the New Forest near Brockenhurst, where free roaming ponies, horses and deer may appear. Choose the half marathon or a shorter route and enjoy a medal, finisher's gift and drink.

A 50 mile trail race on 14 November 2026 at Wendover Woods, run as five 10 mile loops with 10,000 feet of ascent, nine aid stations and a 15 hour cut off. The route is waymarked and supported with medical cover.

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Trail Revolution stages three waymarked trail races at Margam Park on woodland paths, offering 5 km, 10 km and half marathon distances with checkpoints, GPS routes and parking included in the entry.

A 10 km multi terrain trail run around Beckbury, Shropshire, featuring the Badgers Bite Hill, marshalled and signposted with a halfway drinks station and a finisher medal.

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..

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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 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.

Loggerheads Half Marathon at Loggerheads Country Park is a three lap 7 km loop for solo runners and three person relay teams, set on a scenic but testing trail with some steep sections. Feed stations, marshals and medals for finishers.

December 2026

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.

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.

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.