Trail Running calendar near Henley-in-Arden 2026-2027

A self-guided 13-mile run along Letchworth's scenic Greenway trail. This is a run, not a race, due to road crossings. Finishers get a wooden medal and refreshments, with profits supporting a local youth mental health charity.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

Explore the beautiful Chiltern Hills on this guided 30km trail running adventure. Enjoy 500m of ascent through woodlands and ridges with professional run leaders and a finishers medal included.

A 10k off road trail run at Symonds Yat with undulating paths, river views and a steep final kilometre climb. Start and finish are at Symonds Yat Rock Cafe where coffee and hot food are available.

An inclusive UK trail running series offering 1K, 5K, 10K and kids races with free entry for under 16s, held at Dunstable Downs in May and Blaise Castle Estate in October 2026, with activities, food and live music.

Hairy Legs is a cross-country charity event for all ages, held on a scenic, hilly woodland course. Distances are based on unmeasured loops, and there are solo, relay, and shorter youth options. Fancy dress is encouraged, with prizes and a f..

A multi-distance trail event in the Cotswolds on 10th May 2026, featuring quarter, half, marathon and Ultra 40 routes across trails, towpaths and commons with marked routes, checkpoints and on-course water.

Enjoy a scenic trail run or walk through the village of East Hendred on an undulating 5k course. Kids can also join the fun with a 1k obstacle run around the sportsground.

Experience a ten mile multi terrain lap through the scenic Cotswold countryside and Coln Valley. This undulating course features fields, footpaths, and a river crossing near the historic Chedworth Roman Villa.

Experience a cross country run through the Hertfordshire countryside with 5km and 10km distances. This community event in Little Gaddesden includes junior categories and mini races for children.

Experience the landscape of Bollington with a choice of a half marathon or 10k trail run. Conquer the climbs of White Nancy and Kerridge to earn a bespoke finishers medal in this chip timed event.

Experience a scenic off road 10K trail run along the historic Llangollen Canal. This undulating course offers beautiful views and includes a bespoke finisher medal for all participants.

Experience a scenic race along the canals and trails of Middlewich. Choose between an officially measured 5k with chip timing or a family friendly fun run at the local cricket club.

Experience a scenic 5 mile multi terrain race through the historic Woodbank and Vernon Parks. This chip timed event features undulating trails alongside the Goyt Valley and finishes in the iconic Woodbank Stadium.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.

Shining Tor Fell Race on Wednesday 13 May 2026 runs from Errwood Reservoir to the summit and along the ridge to Pym's Chair, with the course marshalled by Buxton Mountain Rescue. Registration is at Errwood Sailing Club and FRA kit rules app..

A multi-terrain 5 kilometre race at West Lodge Farm in Desborough on 13 May 2026, running through fields, woodlands and farm trails. Finishers receive a bespoke medal and a virtual completion option is available; entries close 12 May.

A four-race summer series at Dinton Pastures offering 5 km, 10 km and a 2 km kids event across May to August. Organised by Barnes Fitness with chip timing, marshals, medals and pre bookable parking.

A short village fell race held in mid May as part of the Hayfield May Queen festivities, taking in Lantern Pike over about 2.9 miles and 660 ft of climb. Entry is on the day with fees for seniors and juniors, and FRA youth consent rules app..

A 50k trail ultra in Nottinghamshire starting and finishing at Milestone Brewery & Tap in Cromwell, following footpaths and minor roads through local villages. Checkpoints every 6 to 8 miles, 10 hour cut off, finish with food, tap room acce..