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.

A seven hour Time Challenge at Dare Valley Country Park offering flexible lap distances and themed finisher medals featuring familiar characters. The event includes aid stations, goody bags with vegan options, free parking and distance achi..

A 7-mile multi-terrain race on the Oakdale plateau that starts and finishes by wind turbines and loops the village of Manmoel. Selected as the second race in the East Wales Road Race Championships, with entry fees for UKA and non-affiliated..

Night Sugar is a summer evening fell race on Sugar Loaf near Llanwenarth with a 5.5 miles route and about 1,150 ft of ascent. Entry is limited to 140 via Fabian4, fee £7, age limit over 18, and chip timing is used.

An evening trail race in The Valley, Evesham on 24 June 2026 featuring a two-lap **9km** country park route, canicross permitted, limited places, listed entry fees, and no refunds or transfers for the series.

A trail event on 24 June 2026 around the Malvern Hills offering 10 km and 5 km routes on mixed off road and tarmac terrain, with finisher medals, prizes, a 2 hour cut-off and on-site parking and refreshments.

A technical off-road 10 km through woodlands, meadows and river crossings on the Forde Abbey Estate, plus a free Junior 1500 m for primary-age children. Medals for all and prizes for winners; some participant restrictions apply.

The Exeter 10k River Run is a summer evening 10 km race along the River Exe on 26 June 2026. The traffic free flat route is open to runners over 15 and supports local sports participation and wellbeing.

An inflatable obstacle-course event at Heath Park Cardiff on 27 June 2026 offering 2.5k 5k 10k and 15k lap-based options, on-course water, onsite facilities and family-friendly entries with charity partners involved.

Single-loop off-road races at Matterley Estate in the South Downs National Park on 27 June 2026. Choose 10km or a 21km half marathon over gravel, grass and woodland with chip timing and a finishers medal.

A family festival at Culden Faw Estate on June 27, 2026, focused on a children's obstacle course and a lively event village with food and activities. Race options include two youth OCR categories and a festival-only entry.

Cheltenham Pretty Muddy 5k at Cheltenham Racecourse on 27 June 2026 is a 5k obstacle course over grass, woodchip and paths with wave starts. Entry fees apply and participants support fundraising for cancer research.

A four hour score event in the Camarthen Fans using pre marked waterproof maps and a full course of about 20 miles. Entry by pre entry costs £10 and includes food, tea, coffee and cake.

A new hill race at the Tintern Village Fete covering 4.2 km with 215 m ascent. The route starts and finishes in the fete field, climbs via a stone staircase and forestry road, and returns along the Shorncliff Climbers Path.

The Snickerthon offers 5k (ish), 10K (ish), half marathon and marathon options around Chasewater Country Park. The multi lap route uses paths and footpaths, includes aid stations and a finisher medal and may feature deer sightings.

Races along the traffic free Tarka Trail in Devon, from Colourburst fun runs to a 50 km ultra, on certified tarmac courses through estuaries, woodlands and two tunnels, with family friendly extras at Woolmer's Farm.

A coastal running event at Woolacombe on 28 June 2026 offering marathon, half marathon and 10K distances with chip timing, on-course support, a race village with merchandise and fundraising to benefit North Devon Hospice.

A community run on 28 June 2026 at Damerham Sportsfield with fully marked, mostly off-road 5 km and 10 km routes plus a children's colour run, medals and category trophies, parking, food stalls and first aid cover.

A day two four hour score event on the Camarthen Fans with pre marked waterproof maps, a 32 km course option, and a requirement for navigational skills and significant fell running experience.

Community running at Bromyard Rugby Club with a chip timed 10 km, a junior 2 km for ages 4 to 15 and a non competitive fun run. Food vendors, marshals and first aid cover support the event and results are published afterwards.

July 2026

A mixed-terrain *10 km* organised by Emersons Green Running Club at Mangotsfield School, limited to 200 entries, with recycled-material medals and proceeds funding tree planting.

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