Trail Running calendar near Shipston-on-Stour 2025-2026

Challenge yourself on the OTT Marathon and 10 Mile Race through the stunning Brecon Beacons on 16 May 2026. Both start and finish at Parkwood Dolygaer on scenic but testing looped routes with mountain climbs and great views.

Take on the Compton Downland Challenge on 16 May 2026, choosing a scenic 26.8 mile marathon or a 16 mile route around the Berkshire Downs and ancient Ridgeway. Expect varied, sometimes muddy trails, great aid stations and a hand thrown mug..

Tackle scenic rolling trails on Cannock Chase at the Merrell Cannock Chase Challenge, with 10 km, half marathon, marathon and a two person relay. Limited to 500 runners, the course rewards singletrack, ridge views and muddy fun.

Enjoy scenic trails around Ironbridge Gorge at The Shindig in the Shire, with challenging climbs and great views through Ironbridge and Jackfield. Choose 8, 16 or marathon distances then celebrate with pub food and finisher bling.

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Take on the Maverick Cotswolds Trail at Sudeley Castle and enjoy rolling trails, charming villages and historic views. Routes from 7 km to 50k, fully marked and timed with outposts and a finisher medal to celebrate your run.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Run the Shropshire Historic 50K from Telford Town Park to The Quarry Park in Shrewsbury on 16 May 2026, via Ironbridge, Buildwas Abbey and Wroxeter Roman City. Officially measured with chip timing, nutrition stations and free photos.

The Leaden Boot Challenge is a 26.2 mile run and walk in the White Peak with about 4,800 ft of climbing. Enjoy scenic checkpoints, hot local food at the finish and a finisher certificate and cloth badge.

Challenging 5.8 mile fell race around Youlgrave in the Peak District with 876 ft of climb across trails, fields and limestone descents. Entries are limited and all profits go to local village facilities for a friendly community race.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

Tackle the Peak District on 21 May 2026 at the Parks Life fell race in Belper Parks Recreation Ground. Choose the main 7 km route with 210 m climb or shorter junior races for U12 and U10, with on the day entries available.

Explore Grimsthorpe Castle Estate on a 10 mile loop through ancient woodland, limestone tracks and by the lake, with day and night 10 mile races plus 40, 70 and 100 mile ultras. Solo or team relay entries, medals for all and onsite camping.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.

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 a scenic 26.2 mile marathon across three laps of Richmond Park, with rolling hills and beautiful parkland views. Chip timing, aid stations, medical cover and a lively finish make this a rewarding London park marathon for seasoned and..

Discover Ealing on foot at the Queen of the Suburbs Ultra, a single borough trail event offering a scenic 50k ultra and a friendly 25k loop. Wind through parks, canal paths and Horsenden Hill for leafy views across west London.

Join the Rebellion 10km on Monday 25 May at Riverwoods, Marlow, for a scenic trail along the Thames including a crossing of Marlow Bridge. Finishers receive a medal, a Rebellion beer or non alcoholic alternative and a branded pint cup.

Take on Bluebell's Revenge, a Peak District fell race from the Bluebell Inn near Belper on Wed 27 May 2026. The 5.5 mile route climbs 315 m, is limited to 125 runners, accepts pre entry or cash on the night and finishes back at the pub.

Run the Beat the Sunset 50 km ultra in Maidenhead, a scenic single lap mostly off road along the Thames Path and Jubilee River. Expect checkpoints, live timing and a finisher medal as you chase the sunset.