Trail Running calendar near Chepstow 2026-2027

We have found 461 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

An inflatable obstacle run in Bournemouth with giant inflatables, music zones, medals and multiple lap distances from 2.5 km to 15 km. Family friendly with a child to adult ratio and on-site facilities including water, toilets and parking.

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 5 mile multi-terrain race on Saturday 1 August 2026 around Shave Cross and Pilsdon in the Marshwood Vale. Based at Kittys Farm, the event limits entries to 70 and includes awards plus medals for all finishers.

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.

Circular 18.5, 26.5 and 30 mile canal and river routes around Birmingham, mostly off road and flat, starting and finishing at Moseley Rugby Club. The courses visit urban and industrial heritage sites and include multiple checkpoints.

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 ultramarathon along the Thames Path from Oxford to Henley on Thames with three staffed checkpoints, mandatory navigation kit and a minimum average speed requirement. Finishers receive a bespoke medal and choice of s..

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.

Two point-to-point ultra races across the Mendip Way: a 30 miler on the West Mendip Way and a 50 miler covering the full Mendip Way, both finishing at Uphill Sands Beach with multiple aid stations and professional medical cover.

Trail races of 24K and 51K start from Talybont-on-Usk on 8 August 2026, with marked routes, marshals and stocked aid stations. Entries include a themed medal, chip timing and free race photos.

A pancake-flat *10 km* out and back along the Brecon and Monmouthshire canal between Gilwern and Llangattock, set in the Brecon Beacons National Park. Finishers receive a medal, there is a drink station at 5 km, and entries are online only.

A multi-distance event in Bath that goes through historic railway tunnels and along the Kennet and Avon Canal. Distances range from family fun runs to 50 km, with tarmac sections, tunnels and on-course drink stations.

An informal, untimed 6-mile group run around Croome Park with a lake-and-bridge route, multi-terrain surface, post-run cake and tea, and proceeds donated to the National Trust.

A mainly trail 5k along the Jurassic Coast from Peveril Point via Durlston Country Park to Anvil Point Lighthouse and back into Swanage. The race is part of Swanage Lifeboat Week and the Purbeck Trail Series.

A 4.4 km fell race from the Ragleth Inn in Little Stretton with 390 m of ascent, a clockwise course with three control points, on-the-day or pre-entry and junior up and down Callow Hill races; some proceeds go to charity.

Inflatable 5K in Exeter on 15 August 2026 offers inflatable obstacle laps of 2.5k with options of 2.5k, 5k, 10k and 15k. The event includes music zones, finisher medals, on-course hydration and family and group ticket discounts.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.