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 short, steep fell race near Middletown on 29 July 2026 covering 2.8 km with 440 m ascent. Pre entry via SI Entries costs £7 or £10 on the day; junior races are included.

Trail run with music around Calke Abbey, meeting at Ticknall Village Hall Car Park. Free entry and parking, a roughly 8 km route within a 90 minute session, organised by Run 4 U & Perform Running Club.

August 2026

A looped trail event from a Guildford basecamp on the North Downs Way offering 50 km, 25 km and 10 km options with covered rest stops, medical support, GPS tracking and camping and transfer services.

A 50 mile event on 1 August 2026 following the Cambrian Way and Heart of Wales Line with 7,100 ft of ascent, four stocked checkpoints and no formal time limits. Route files are provided via Plotaroute.

Discover the Rose Run with Phoenix Running South Wales at Parc Taf Bargoed, a scenic multi terrain out and back with a repeatable 5.3 km lap to build distances from 5 km to ultra. Rock up and run with staggered starts and limited spots.

A fell race from Llanthony Show Ground with a senior course of 6.3 km and 350 m ascent, plus a programme of junior races. The route leaves the show field, climbs through farmland and bracken, joins Offa's Dyke path, and returns via a steep..

A lapped 5.3 km course around Old Warden on Saturday 01 August 2026, with distances from 5 km to ultra, a seven hour time limit and a flexible one hour start window. Entry includes a paid medal option or a lower-cost no-medal choice; places..

Experience a flat multi-terrain race through the historic grade II listed grounds of Elvaston Castle Country Park. Choose between chip-timed 5k, 10k, and half marathon distances in a scenic parkland setting.

A community-organised road half marathon and multi-terrain 5K around Sturminster Newton on 2 August 2026, with water stations, marshals, a race T-shirt and finish cake. Online entries close 1 August; day entries possible if places remain.

LDWA challenge event offering 30, 26.3 and 18.5 mile routes along Birmingham canals and the River Cole with checkpoints and a two course finish meal.

A volunteer run 10 mile multi terrain race across the South Downs with mile markers, two water stations and precision chip timing. Finishers get a unique medal and there is a free kids fun run plus homemade cakes at the pavilion.

A family friendly trail event at Porth Farm on 2 August 2026 with 1 mile and 5 km races, modest entry fees, and entries available online.

A four-mile hill run in Westbury on 5 August 2026 supporting Brain Tumour Support, with 100% of entry fees to the charity, pottery mementos, prizes for finishers and best helmet, and specific accessibility and dog restrictions.

A scenic evening cross-country event at North Perrott Cricket Club offering a two-lap 10K and an approximate 6K fun run, limited to 250 entries, cupless with water stations, chip timing and proceeds supporting local community projects.

A four-day, 184-mile Thames Path ultra from the river source to the Thames Barrier with daily stages, included accommodation for days one to three, bespoke finisher medals and compulsory mandatory kit and minimum pace requirements.

A 57 mile point to point ultramarathon along the Thames Path from Kemble to Oxford with four checkpoints, mandatory kit requirements and a minimum average pace of 4.0 miles per hour. All finishers receive a bespoke medal and an MTC head vis..

A 49 mile point to point Thames Path ultra from Oxford to Henley with three checkpoints, mandatory navigation kit and a bespoke finisher medal plus kit options.

A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.

A 103 mile trail run along the North Downs Way from Farnham to Ashford, featuring 11,000 ft of ascent, 12 aid stations and a 30 hour finish cut off.

Two long trail races across the Mendip Way offering dramatic hilltop views, coastal finish and on-course aid; 30 Miler or 50 Miler with multiple aid stations and medical cover.

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