Trail Running calendar near Chepstow 2026-2027

We have found 487 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

Trail races on 14 June 2026 in Cheddar Gorge and the Mendip Hills offer distances from 1 km to Marathon plus an Omnium multi event. Courses include marked trails, varied terrain, frequent feed stations and event medals for 6 km and longer.

Scenic trail races near Kingsclere, Hampshire offering marathon, half marathon and 10k on clearly marked single-lap routes with marshals and nearby parking.

A 10 km trail race on the private Lulworth Estate in south Dorset, combining a village fête atmosphere with a scenic, hilly course on chalk downland and woodland paths. Proceeds benefit the Coombe Keynes Trust.

Run as many 3.28 mile laps as you wish along the scenic Stroud Waterways canal. This flexible timed event caters to all distances from 5k to ultra marathon with a seven hour time limit and a relaxed start window.

Green Lantern is a mixed terrain event around Exeter following the Green Circle. Runners choose direction on entry and may do a 14.2 miles main route or a 9 miles Yellow Zone; both start together.

A community cross country 5km run and walk around Neptune and Paradise Wood with refreshments at The Plough and category awards across age groups. Walkers may bring dogs on leads and entries are limited to 250.

Race 3 of the Northants 5 km Series runs near Silverstone at Blackpit Farm on Wednesday 17th June. The multi terrain course passes woodlands, lakeside lawns and farmland and all finishers receive a bespoke 5 km medal.

Rodney's Pillar is a provisional 5.2 km race on 17 June 2026 with 280 m of ascent. Entry is by pre-entry or on the day with fees of £7 pre-entry and £10 on-the-day.

A four evening summer series at Dinton Pastures with 5 km and 10 km races plus a 2 km kids event. Off road and traffic free, the series offers chip timing, finisher medals, instant results and on site first aid.

Multiple-distance ultraruns along the Jurassic Coast World Heritage site, with routes on the South West Coast Path from 33 km up to 105 miles, live GPS tracking, staffed aid stations and finisher awards.

A weekend festival at the Pinkery Centre in Exmoor National Park with trail runs, long walks, a sunset swim, guest speakers, social evenings and film screenings, featuring distances from 1.5 km up to 30 miles.

A Malvern Hills event on 20 June 2026 from Colwall Village Hall offering 27 miles (about 5000ft ascent) or 15 miles on tracks and paths, with checkpoints, snacks and a hot finish meal; entries open Oct 31 2025.

A self-navigating trail event on 20 June 2026, finishing at Ludlow Castle, offering a ~30 mile ultra and a ~14 mile half across mixed terrain in the Marches of England.

MacTuffX Bristol on 20 June 2026 is a functional fitness race at Stoke Gifford offering solo, doubles and relay formats across two distance options, with gender-specific weights and a LITE division for reduced loads.

A 5 kilometre muddy obstacle course at The Common in Southampton, with staggered wave starts and a minimum fundraising target. Participants must be 13 or older and receive a fundraising pack and finisher medal.

A 5k obstacle course at The Downs in Bristol featuring muddy climbs, crawls and slides, organised in staggered waves. The event supports fundraising, includes refreshments and toilets, and has specific accessibility and travel arrangements.

A 34 km fell race in the Brecon Beacons with 1700 m of ascent visiting eight summits and run anticlockwise. The 2026 route adds Fan y Big, moves the finish to Talybont on Usk, and includes two timed cutoffs and strict navigation requirement..

A 10 km trail run at Twisted Tree Brewery on the Tusmore Estate near Bicester. Mostly off-road with a canicross option, chip timing, medal, pint cup and a free drink included.

Umborne Ug is a multi-terrain 10 km run that starts and finishes at Umborne Village Hall near Colyton. The course is mostly off road with a scenic section on the private Widworthy Estate and proceeds support the village hall.

MacTuffX Bournemouth on 21 June 2026 pairs ten timed Xercises with repeated runs in classic and double distance formats. Entries are available for solo, doubles and five-person relays, with a LITE weight division and live event leaderboard.

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