Trail Running calendar near Chepstow 2026-2027
We have found 357 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
We have found 357 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.
This 10K trail race starts and finishes on Cocklemoor in Langport, taking runners across mixed terrain paths through the Somerset Levels and countryside. It follows UK Athletics rules and is open to participants aged 17 and over.
Tackle the 10 mile Sirhowy Challenge on 17 May, a scenic multi terrain loop climbing 1500 ft to Machen Trig Point through the rolling Sirhowy valley. Undulating terrain suits adventurous runners and all finishers receive a drinks token.
Tackle the Batch Bash in All Stretton on Wed 27 May 2026, a steep 4.8 km fell run with 305 m of climb to test your hill legs. Friendly entry options and a capped field keep this a welcoming, lively race day.
A 26.2 Miles trail marathon near Bridgend that crosses quarry, forestry and historic Bedford ironworks. The course is marked with GPX available, has five feed stations and is limited to 60 entrants.
Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.
Tackle the Telford T50, a 50 mile trail around scenic Shropshire with views of Ironbridge and the Wrekin on 23 May 2026. Organised by How Hard Can It Be Events, the pre marked course mixes trails and roads with aid stations and cake.
A flat riverside trail event in Taunton on 24 May 2026 offering a 10K and a half marathon. Awards for top finishers and a large finisher medal are included, and past participants note friendly marshals and good feed stations.
A chip timed *10k* trail run on 24 May 2026 that starts and finishes at Bredon Cricket Club. The marshalled route climbs to the 299 m summit of Bredon Hill and all finishers receive a medal.
The Crocodile 8 - Hereford will take place in Tillington on Sunday 24 May 2026.
An off-road race in Dursley on 25 May 2026 covering about 10.31 km with 318 m of climb, visiting Cam Peak, Cam Long Down, Uley Bury and Downham Hill. Entries are limited to 120 and handled via Entry Central.
Southampton Running Festival on 31 May 2026 offers 5K, 10K, half marathon, a junior race and a charity place option on a multi lap route through Southampton Common with marked kilometres and event marshals.
A 40 mile ultra on June 6, 2026, along the Wales Coast Path from Porthcawl to Penarth, featuring coastal trails, Ogmore Castle and stepping stones, four staffed checkpoints and specified mandatory kit.
Take on Blended's Backyard Ultra at Chilton Manor Farm on June 6 2026, running a 6.7 km trail loop each hour until only one runner remains. Camping, fueling and hot food on site make for a supportive, all day and night event.