Trail Running calendar near Cheltenham 2026-2027

We have found 570 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

A seven hour Time Challenge along the River Thames where runners choose distances from 3 km to 50 km, with medals, distance pins and a goody bag.

Repeat a 9 mile mixed-terrain loop at The Nature Centre, completing as many laps as possible within an eight hour limit.

A tenth-anniversary five-mile chip-timed cross country and Canicross event in the Upper Wreake valley with varied countryside terrain and commemorative medals for finishers.

Forest of Bere timed event with flexible start format, a 3.28 mile lap and options from 5 km to ultra. Aid station offers sweet and savoury food including signature potatoes and vegan choices; 20% of proceeds go to Forestry England.

A 7 hour Time Challenge at Dare Valley Country Park with flexible distances from 3 km to ultramarathon options. Finishers receive a themed medal, distance pins and refreshments including doughnuts and ice cream.

A short fell race on Fan Fawr covering 3.2 km with 305 m of climb, requiring experience and navigational skills. Entry is on the day only for £2; minimum age over 16 and junior races to be confirmed.

Inflatable obstacle course event at Kempton Park Racecourse on 3 October 2026 with 2.5K, 5K, 10K and 15K options suitable for ages 5 and up.

Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.

A trail half marathon through the Quantock Hills with technical trails, climbs, stiles and stream crossings. The route has marshals, two feed stations and clear signage, with awards for top finishers and weekend camping and bunkhouse option..

Three mapped walking routes from Marlow of 25 km, 40 km and 50 km with checkpoints, time limits, mandatory kit and limited online entry.

MacTuffX Brierley Hill on 4 October 2026 is a functional fitness race in Brierley Hill West Midlands featuring ten Xercises plus running across individual team and relay categories with a LITE weight option for lower loads.

Half marathon and 10 km races at RAF Greenham Common in Thatcham, Berkshire. The traffic free, flat course has water stations, free parking and a children's race paid on the day for £5; proceeds support New Life Special Care Babies.

An off road marathon from Salisbury to Winchester on 4 October 2026, run mostly on historic country tracks. The event offers full, half and a five mile mini, includes buses and finisher items, and raises funds for local charities.

A chip timed 10 km trail race through Somerset countryside passing the Stony Littleton Long Barrow, with full medical cover, Race Nation app integration, secure baggage drop, showers, free parking and a bespoke finisher medal.

An off-road runners and walkers event on an approximately 10 mile Charnwood countryside route with water stops, refreshments and separate junior options on 4 October 2026.

Trail event at Ashton Court Estate offering 6 km and 10 km trail or ruck options with GORUCK Rucker 4.0 and competitive or open categories.

The Phoenix Running - Slough will take place in Slough on Thursday 8 October 2026. You can run 5 miles.

A six hour multi-lap off road event at Sence Valley Forest Park where participants complete 3.3 mile laps at their own pace, with canicross allowed and options for a medal or tree token.

A backyard ultra at Turvey House where runners complete a 4.167 mile (6.7 km) loop each hour; failing to start a loop on the hour means elimination. Entries include solo, paired teams alternating loops, and an 8 hour day cap.

An inflatable obstacle course event in Cheltenham on 10 October 2026 offering 2.5k to 15k distances, on course music, a finisher's medal and family friendly entry rules.

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