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.

An 86 mile point to point trail race along The Ridgeway from Ivinghoe Beacon to Avebury with GPS tracking, eight checkpoints and a 28 hour time limit.

A 60 km point-to-point ultramarathon from Ivinghoe Beacon to Ridgeway View Campsite along the Ridgeway National Trail, fully marked with four aid stations.

A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.

A family sports festival in Salisbury featuring multi terrain races, five a side football, live music and fundraising for prostate cancer on 30 May 2027.

June 2027

A last-runner-standing backyard ultra at Far Coley Farm on 4 June 2027: hourly 4.167 mile loops on mixed trail until one runner remains, with an on-site village, limited accommodation, and crew facilities.

A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.

The Beyond Bristol Ultra will take place in Bristol city centre on Saturday 5 June 2027. You can run between 25 and 55 kilometers.

A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.

A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.

A 5k muddy obstacle course at Willen Lake with staggered wave starts, on-site toilets and parking, blue badge parking nearby, and a fundraising target of £50. The event is not wheelchair accessible.

Derby Pretty Muddy 5k is an obstacle course at Markeaton Park with climbing, crawling and sliding across mixed terrain. It is for participants aged 13 and over and includes a fundraising element, a kit pack and a finisher medal.

Backyard Ultra at Chilton Manor Farm on 5 June 2027 features a 6706 m loop run each hour until one runner remains, with weekend camping, on route water stations, event camp facilities and medical support.

A fully supported 100 mile trail ultra around the Leicestershire Round with solo and four person relay options, nine stocked checkpoints and UTMB Index recognition.

A 24-hour relay at Wasing Park with solo and team entries running repeated 8 km laps, weekend camping, Event Village facilities, and official timing.

At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.

A multi distance running event in Bath that features long underground sections through the Devonshire and Combe Down tunnels and a city centre start and finish at Brickfields Park. Races range from 500 m Colourburst to an ultra marathon.

A multi distance trail event in the Chilterns AONB near Hitchin on 6 June 2027, with 10 km, half marathon and marathon routes for runners and riders. Start and finish are on Gosmore village green with course support and a race village.

A forest trail event at Wendover Woods offering a hilly multi-lap 10 km course with Half Marathon, 10k and Junior Run options, on-site facilities for spectators, route maps and GPX files, and medals plus free photos for participants.

A roughly 6 kilometre mixed-surface race through Blaise Castle Estate in Bristol, held annually in early June. The event has individual and team prizes, a minimum age of 16, and facilities based around the clubhouse.

A backyard ultra at Breakheart Quarry where runners repeat a **6706 metre** loop every hour until one person remains; the event includes camping, marked trails and on course support in the Cotswold countryside.

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