Trail Running calendar near London 2026-2027

Experience an England Athletics affiliated cross country race featuring a multi lap course through the scenic Priory Park. Enjoy a community atmosphere with bespoke medals for all finishers and support for the Sport In Mind charity.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

A community running event in the parish of Deddington offering 5k, 10k and 20k routes on Sunday 17 May 2026. The event is open to all and supports local organisations including the Deddington Primary School PTA, Deddington PFSU and Deddingt..

Experience a scenic trail race through the Essex countryside at Cammas Hall Farm. Choose between 5 and 10 mile distances on a course featuring woodland trails, farm tracks, and a welcoming atmosphere for all participants.

The Bury to Clare Challenge is an 18-mile point-to-point journey from Bury St Edmunds to Clare through West Suffolk's countryside. This well-marked run or walk supports St Nicholas Hospice Care. Participants receive a finisher's medal, with..

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 10km off road trail run through the Wiltshire countryside and the historic Barbury Castle. This evening event features hill climbs and ridge running to raise funds for local air ambulance services.

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.

A new orienteering race in Canterbury featuring 5 mile and 5k courses through historic landmarks. Designed as a running event with easy navigation, it offers live results, prizes, and additional weekend races.

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.

Queen of the Suburbs Ultra invites runners to explore Ealing's greenways, towpaths and parks with 50k and 25k single loop options. Expect a Horsenden Hill climb with city views to Wembley and a friendly local race atmosphere.