Trail Running calendar near Cheltenham 2026-2027

A five mile off road race through woods and farmland around Hurstbourne Tarrant in the North Wessex Downs. Organised entirely by volunteers since 2009, the annual event donates all proceeds to local charities.

A 5k obstacle course at Coopers Field, Bute Park, Cardiff, with tarmac paths and grassy sections that can get boggy after rain. The event raises funds for Cancer Research UK and uses staggered wave starts; participants must be 13 or older.

A Pretty Muddy 5k obstacle course at Lydiard Park on 01 May 2027 featuring mixed paths, hills and muddy obstacles. The event has wave starts, blue badge parking on grass and a minimum fundraising target of £50.

An official Backyard Ultra at Blaise Castle Estate on 1 May 2027 where runners complete a 6.7056 km loop each hour until one runner remains. The woodland loop is hilly and technical, head torches are mandatory at night and minimum age is 20..

A guided 30 mile trail run near Guildford on 1 May 2027 that follows sections of the North Downs Way and the Greensand Way. It is presented as a first taste of ultra running with on route guidance and a possible post run alcohol free beer.

A one-day trail event in Ilmington offering six distances from 10K to 100KM plus a new two person 100KM relay, with feed stations, baggage support, GPX maps and trackers on the longer routes.

Rapid Relays at Culden Faw Estate in Henley on Thames is a four hour relay event on 4 km mixed terrain loops, with solo, pairs and team options, a race village and free overnight camping.

A trail race following the Windsor Hill railway path through woods, tunnels and viaducts, finishing in Shepton Mallet. Routes and walking options are provided, with a lunchtime boxty feast in the market place.

A spring trail event in Harewood Forest near Andover offering 5k, 10k, canicross and a childrens fun run on undulating, multi terrain courses with marked routes and on course marshals.

Off-road half marathon and 10 km through Collingbourne woods near Ludgershall with aid stations, medical support, chip timing and medals for all finishers.

Pretty Muddy 5k at Weston Park is an obstacle course across paths, tracks and grass with some hills and on site parking. Entrants must be at least 13 and take part in staggered wave starts while raising funds for Cancer Research UK.

An inflatable obstacle course and fun run in Guildford, Surrey on 8 May 2027 offering 2.5k, 5k, 10k and 15k distances with music zones, water stations and a finisher medal for every participant.

A weekend trail running festival at Deene Park Estate near Corby on 8 and 9 May 2027. It features three challenges from 10 km to 56.1 km, medals for finishers and a combined Quest option.

A Wales trail event offering 100 mile and 100 km races across Offa’s Dyke, the Cambrian Way and the Beacons Way with volunteer support.

Point to point 50 mile ultra on Saturday 8 May 2027 with flat canal and coastal sections, six aid stations, a 14 hour cut-off and a Minehead finish.

A 100 miles Somerset route combining canal, coast and upland trails with 13 aid stations, tracking, a 32 hour cut off and on-course medical cover.

A 50 mile Somerset trail ultra with about 7337 ft ascent, coastal and moorland terrain, six aid stations and a 16 hour cutoff.

A fully supported 75 miles (120 km) point-to-point trail across Derbyshire, Leicestershire and Staffordshire with six checkpoints, a relay option and a 24 hour limit.

Stroud Trails on 9 May 2027 offers four marked trail races across the Cotswolds with checkpoints, water stations, marshals and a mandatory 500 ml water carry.

Shires and Spires is a multi-distance running event around Naseby in Northamptonshire featuring roads and trails, five distances from 10K to a 35 mile ultra, and a course that changes direction each year.