Trail Running calendar near Upper Woolhampton 2026-2027

The Newchurch Nine is a community trail run on the Isle of Wight with 900m, 4.5km, and 9km routes. All proceeds support the local primary school, and every finisher gets a medal. The event is known for its friendly atmosphere and inclusive..

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

Experience an annual five mile off road run through the scenic Little Haven Nature Reserve. This trail race features woodland paths and spring meadows while raising funds for local hospice care.

Run through beautiful West Sussex vineyards on an off road lap course with distances ranging from 5 km to a half marathon followed by wine and cake.

Experience a beautiful 10km off road trail run through the Wiltshire countryside featuring historic Barbury Castle. Enjoy a marshalled course with hills and a sunset backdrop followed by medals and a BBQ.

Join the Dagenham 88 Runners 5 for a five mile race through Eastbrook End Country Park. This event features individual and team awards as part of the East London fiVe Interclub Series.

An evening event at Chelmsford Brew Co offering a GPX/Strava 10 km trail run or a relaxed hike, with entry including a drink, crisps and a finisher's medal; under 18s are not permitted.

Experience the South East of England with a point to point trail race through the South Downs National Park. Choose from four distances that cross the white cliffs of Beachy Head to finish in Eastbourne.

Traverse the North and South Downs on a scenic journey from London to the Brighton coast. This supported event offers multiple distances from 25km to 100km for walkers, joggers, and runners alike.

The Fox Trail offers three distances, from 20 km to 62 km, through the Surrey countryside. All races start at different points but finish together in Godalming. The event has rolling aid stations and a generous 11-hour cutoff.

This point-to-point trail half marathon winds through the South Downs National Park from Eastbourne. Runners experience a mix of grass trails, forest paths, and coastal views over Beachy Head. The event includes timing, photos, and a finish..

Experience a 100 mile journey through Kent and Sussex to celebrate the centenary of Winnie the Pooh. This undulating flagship event traverses the Ashdown Forest and iconic long distance paths over 48 hours.

Experience a scenic 26.2 mile marathon consisting of three laps through the historic Richmond Park. Enjoy well supported trail running with regular drink stations and a festive atmosphere near Sheen Gate.

Experience the greenest borough of London with a 50K ultra or 25K trail run through Ealing. Navigate scenic canal paths and parks on this mixed terrain course featuring live tracking and aid station support.

Race Information Race Across Dorset is a point-to-point ultra marathon across the county of Dorset. The event was initially started in 2022 and returns in a new format in 2026. Distances and Route The event offers three distances: 100 km (..

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.

Event Overview The Blackwater Trail Events include a half marathon and a marathon on a new marathon course for 2026. The event uses a flexible entry fee structure where participants can choose to pay for extras like a medal or not. Course a..

Enjoy a flexible timed event at Ardingly Reservoir where you can complete any distance from 5km to an ultra marathon. Run as many laps as you like on a scenic 7km trail course within a seven hour limit.

Experience a trail run along the River Thames starting from Marlow Rugby Club. Cross the famous Marlow Bridge and celebrate at the finish with a custom medal and a Rebellion Brewery beer or soft drink.

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.