Trail Running calendar near Cheltenham 2026-2027

We have found 584 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A scenic off-road 10 mile trail race in the New Forest hosted by Totton Running Club, with medals, water stations and age-category trophies. Entries close 19/11/2026 and the field is limited to 301 runners.

A guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey. Group paced on hilly trails with sunset and night options, equipment trials, and an alcohol free beer offered subject to availability.

Experience an evening off road run through the tracks and trails of the Wyre Forest. This 10 km multi lap course takes runners through the dark with mandatory torches and a medal for every finisher.

A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.

A short but steep fell race near Llanfoist and Abergavenny covering 5.7 km with 485 m of ascent. The course is mostly unmarked, needs basic navigation and can be affected by poor weather.

Two trail distances on 28 November 2026 around Machen, featuring wooded single track, ridgeway exposure and steep climbs. The half course is fully marked while the marathon requires self navigation with marshals at key points.

The final race of the 2026 RTT Series takes place in Afan Forest with separate 5 km and 10 km routes from Bryn Bettws Lodge. The event features chip timing, finisher medals, marked and marshalled routes and water stations.

A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.

Mapledurham 10 & Half is a trail running event on 29 November 2026 at Mapledurham Estate near Reading offering 10km, 10 Mile and Half Marathon courses across woodland, fields and estate roads. On-course water, an event village and post-..

A late November trail race through 600 acres of dense woodland at Charborough Estate offering a 10 km loop, a 21 km double loop and a relay for two runners. Expect rough rooted trails, one aid station and a marked course.

A time trial from Little Stretton to the Stiperstones with on the day entry and a finish to start bus. Navigational skills are required and entry fees are £8 per person with a reduced junior rate.

December 2026

A 21.1 km trail race around Hughenden Manor and surrounding woodlands, with about 450 m of ascent. Mostly forest paths, marked route, aid stations at around 7, 12 and 16 km, and on site parking, toilets and a cafe.

A 10 km trail race around Hughenden Manor in the Chilterns, with hilly woodland and rural sections, waymarked routes and a water stop at 5.3 km. The event base offers parking, toilets and a cafe.

Carsington Water stages a Half Marathon and 10k on 5 December 2026, run on marked trail paths around the reservoir with marshals and kilometre markers. Entries include a themed medal, water and post race goodies.

A 14.5 km fell race near Church Stretton with about 793 m of ascent, marked and marshalled except for a section on The Lawley. Entry is online with 180 places and full FRA kit is mandatory.

Part of a 12 Days of Christmas series at Pengethley Manor in Ross on Wye offering 5k, 10k, half marathon, marathon and ultra distances on a tough off road loop. Runners and walkers have seven hours to complete their chosen distance with vir..

A winter trail running festival at Holmesly Campsite in the New Forest on 6 December 2026, offering 15 km, 30 km, marathon and 50 km one lap off‑road courses with marked routes, bag drop and mandatory kit requirements.

A festive trail event at Chasewater Country Park featuring 10k, 5k and a junior run, raising funds for Shelter, with bespoke medals, photos, prizes and onsite parking.

A festive 5 km off road Santa Dash at Tinkley Gate raising funds for Allsorts. Costumes, dogs on short leads and a 2.5 km one lap option for younger participants make this a family friendly event.

A festive trail running event at Moors Valley Country Park on 6 December 2026, offering a 2 km fun run for children plus 5 km and 10 km trail races; on-site parking is available for £5 and entry fees range from £12 to £26.

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