Trail Running calendar near Cheltenham 2026-2027

We have found 568 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A community focused 10 km trail run at Dummer Down Farm on 6 September 2026. Off road course across grass, gravel and farm tracks with chip timing, a finisher medal and an event village; part of ticket sales supports Mind.

Run as far as you like at Alice in Runderland, a timed multi lap event at Parc Taf Bargoed with flexible start times and on course support. Choose from one lap up to marathon and earn a bespoke finisher medal.

A series of fully marked, fully supported trail and ultra events in the UK that focus on a welcoming, inclusive atmosphere with generous cut-offs and runnable countryside courses.

A long, non-commercial fell race in the Black Mountains with a 27.4 km route and 1586 m of ascent. The event uses five checkpoints, requires full navigational kit, and operates on open access land with no on-course water provided.

An 81 mile ultra on the Bunyan Trail in Bedfordshire run as a single loop within 24 hours. The runnable course links villages, has seven aid stations, live tracking and guided recce weekends to preview the route.

A trail running event in Alton on 12 September 2026 offering a 10 km trail and a 2 mile fun run. The route uses gravel tracks and woodland trails and passes through the grounds of Alton Castle; medals for all finishers.

A *10 km* trail race around Cleveland Lakes organised by the Cotswold Lakes Trust, run on flat tree lined paths with water views. Participants must be 15 years or over and agree to the event terms.

Autumn Wolf is a two day trail event in Warwickshire on 12 and 13 September 2026, featuring adult 10K and 5K routes plus junior 6K and 3K races across woodland, fields, streams and mud.

Phoenix Running Bedfordshire's Pick n Mix on 12 September 2026 uses a 5.3 km lapped course at Mowsbury Park. Runners choose distances from 5 km up to ultra with a flexible one hour start window and a seven hour time limit.

Three supported walks of 12, 18 or 26 miles start and finish at Wistanstow Village Hall, following an undulating route through the Shropshire Hills AONB with checkpoints, refreshments and a finish meal.

A 100 mile ultramarathon along the Cambrian Way from Rhayader, Wales, on 12 September 2026, with live GPS tracking, on-route support and a finisher medal.

A trail running event on 13th September 2026 in Seale, based at Myrtle’s Courtyard, with marathon and half marathon routes along the Pilgrims Way and North Downs Way that raise funds for local charities.

A 10 km trail race in Sandridge, St Albans on 13 September 2026, starting and finishing at Sandridge Primary School playing field. Organizers publish route information and FAQs, and the event is supported by Sandridge Parish Council.

TrailFest at Holdenby House offers four traffic free trail distances inside a private estate, with routes on farm tracks, field edges and through a small wood, plus rolling hills and open countryside views.

An annual fun run in Steeple Barton offering 10 km, 5 km and a fun run on undulating on and off road courses through lanes, fields and the Barton Abbey Estate. Proceeds support Steeple Barton Church.

A multi-terrain 10 km and canicross event near Wallingford on September 13, 2026, featuring off-road trails, two water refill stations, and a finish at Ridgeway View Campsite with a medal, pint cup and a free drink. Event supports Thames Va..

A 12 km canitrail and trail run in Ogmore Vale on 13 September 2026 supporting PAPYRUS Prevention of Young Suicide, held at Halo Ogmore Valley Life Centre with a listed ticket price of 26 GBP and a no refunds policy.

Teddy Bear Run in Aston Park, Birmingham brings families together for 2.5K or 5K courses, a finisher teddy, and a teddy bears picnic. Participants are invited to fundraise for Birmingham Children’s Hospital with a suggested minimum of £10.

A lapped 7 hour trail event on a 5K loop in Hitchin with a Mini Mile and virtual option, event village, aid station and post event massage.

Seven hour Time Challenge along the River Thames in Staines offering lap based distances from 3km to ultra, with medals, pins, aid stations and goody bags.

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