Trail Running calendar near Cheltenham 2026-2027

We have found 585 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A flexible 6-hour timed run along the flat, scenic Jubilee River near Slough. Run as many laps as you like on the 5.24-mile course, with everyone receiving a finisher's medal. The route offers countryside views and a riverside path.

A 7 hour timed challenge in Egham on 12 June 2026 where runners choose their distance from a 3 km minimum to ultra distances. The signed Thames-side course offers medals, goody bags, distance pins and on-course aid.

A multi terrain 11.2 km race and a chip timed family fun run at Gnosall Family Sports Club on 13 June 2026. The course follows canal towpath, farmland, woodland and a boardwalk and includes technical shirts, medals and official timing.

A point-to-point 15 mile trail race along the Offa's Dyke footpath between Hay-on-Wye and Kington with three water stations, relay options at mid-race handover points, and age-group prizes.

A 100 mile non stop foot race along the South Downs Way from near Winchester to Eastbourne, with 12 aid stations, full medical support and a 30 hour cut off. Mandatory kit, pacing and crew rules apply and qualification is required.

A 50 km non-stop trail race on 13 June 2026 across the South Downs from Matterley Bowl to Queen Elizabeth Country Park. The route gains about 4000 ft, is fully marked, supported by four aid stations and has a nine hour cutoff.

A multi-distance trail event in the Cotswolds on 13-14 June 2026 centered at Cirencester basecamp, offering strong route support, GPS tracking, regular rest stops, medical cover, camping and finishers awards.

A community 5k and 10k at Neroche Primary School with chip timing and countryside multi-terrain routes. Proceeds support the Neroche School PFA and a children’s fun run is held for a small donation.

A long-standing Green Events race in Llanwrtyd Wells where runners compete directly with horses over mountainous terrain, timed electronically. The event has enforced cut-offs and an escalating jackpot for any runner who beats the first hor..

A muddy 5k obstacle course at Sandwell Valley Country Park organised by Cancer Research UK, with wave starts, on-course obstacles and a finishers medal. Entry fees and a minimum fundraising target apply; participants must be 13 or older.

An evening trail run at Bodenham Arboretum on 13 June 2026 offering 5 km and 10 km options; mixed-terrain routes, online-only entry with limited places, and funds raised for local charity and scout group support.

A fell race held since 1986 at The Whistle Inn near Garn yr Erw, Blaenavon, with an 8 km/300 m ascent option and a 5/984 ft option. Entries are accepted on the day or online and runners should carry appropriate safety kit.

A backyard ultra at Breakheart Quarry in the Cotswolds where runners repeat a 6706 m loop every hour until one person remains. Camping and on-site facilities are provided; early bird entry is £75.

Trail races on 14 June 2026 in Cheddar Gorge and the Mendip Hills offer distances from 1 km to Marathon plus an Omnium multi event. Courses include marked trails, varied terrain, frequent feed stations and event medals for 6 km and longer.

Scenic trail races near Kingsclere, Hampshire offering marathon, half marathon and 10k on clearly marked single-lap routes with marshals and nearby parking.

Run as many 3.28 mile laps as you wish along the scenic Stroud Waterways canal. This flexible timed event caters to all distances from 5k to ultra marathon with a seven hour time limit and a relaxed start window.

A community cross country 5km run and walk around Neptune and Paradise Wood with refreshments at The Plough and category awards across age groups. Walkers may bring dogs on leads and entries are limited to 250.

Race 3 of the Northants 5 km Series runs near Silverstone at Blackpit Farm on Wednesday 17th June. The multi terrain course passes woodlands, lakeside lawns and farmland and all finishers receive a bespoke 5 km medal.

Rodney's Pillar is a provisional 5.2 km race on 17 June 2026 with 280 m of ascent. Entry is by pre-entry or on the day with fees of £7 pre-entry and £10 on-the-day.

An evening 10 km trail race around the high points of Milford and Brocton on Cannock Chase. The course is self navigation with route arrows and a suggested GPX file; entry is £10 and any profits go to Muscular Dystrophy.

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