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.
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 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 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 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.
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 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.