Trail Running calendar near Milton 2026-2027

A 33 mile trail round Chesterfield following the Chesterfield Round Walk, combining moorland, woodlands, reservoirs and farmland. The course is largely unmarked but GPX and route notes are provided; there are six checkpoints and a nine hour..

Choose between three circular routes of 18, 23, or 26 miles through the Colne Valley and Marsden Moors. This inclusive challenge walk and run features moorland navigation and includes snacks and a finishers meal.

Navigate through 19 miles of trails and 3000 feet of ascent to reach five local trig points. This self navigated event around Saddleworth includes sections of the Pennine Way and is open to both runners and walkers.

Conquer up to 50 miles and 10000 feet of elevation in the hills of Shropshire. Choose your own path through four unique loops in any order or direction while enjoying a 16 hour buffet at the central race headquarters.

Explore five trig points in the South Pennines on this 19 mile self navigated route. Open to runners and walkers, the event features 3000 feet of ascent and includes chip timing and finish line refreshments.

Take on The Tour of Bradwell The Other Half, a challenging fell race in the Peak District starting and finishing at Bradwell Sports Club. Expect a long high ground route with big climbs and a lively mass start atmosphere.

The Cressbrook Crawl will take place in Cressbrook on Saturday 9 May 2026. You can run 11 kilometers.

Experience a unique multi terrain race through the historic Northamptonshire countryside starting in Naseby. Choose from five distances ranging from a 10K road race to a 35 mile ultra marathon with rotating course directions each year.

Run a scenic 10km loop through the bluebell-filled Yarrow Valley. The woodland and riverside trail includes picturesque river crossings. Finish at the Flaming Grill Pub to collect your medal and celebrate.

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 an off road running event in the Clwydian Range featuring marathon, half marathon, and 10k distances. Take on hilly trails with sustainable local support and options for canicross runners.

Join the Widnes Running Club for a memorial five mile trail race at Clock Face Country Park. This chip timed event offers a scenic off road route with prizes for top finishers in multiple categories.

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.

Trunce 3 at Oxspring Playing Field on Mon 11 May 2026 offers a scenic but hilly 6.2 km senior race with 190 m of climb in the Peak District. Entry on the day is £3 with a 3 km over 10 junior race included, part of an eight race series.

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.

Take on the classic Shining Tor fell race in the Peak District on 13 May 2026, a scenic 9.4 km challenge with 311 m of climb. Expect rough trails, great views and a friendly fell running atmosphere for adults of all abilities.

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.