Trail Running calendar near Henley-on-Thames 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 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 and Barbury Castle. Enjoy a marshalled route along the Ridgeway followed by a BBQ and drinks to support the local Air Ambulance.

Join the first race of the ELVIS 2026 series in Dagenham. This five mile multi terrain event features a three lap course through the scenic Eastbrookend Country Park with on site facilities and chip timing.

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.

Test your endurance at Hyde Hall Farm with a variety of trail challenges ranging from 10k to a 100 mile ultra. Enjoy a scenic 5.3 km loop with full support including an aid station and on site parking.

This 50 km point to point trail race follows the South Downs Way from Falmer to Eastbourne. Experience a scenic route through the National Park finishing over the iconic white cliffs of Beachy Head.

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.

Experience a trail running event through the picturesque Surrey countryside with distances of 20 km, 41 km, and 62 km. Enjoy a fully marked course ending at a central event village in Godalming with full support.

Experience a scenic 13.5 mile trail loop through the South Downs National Park including the coastal Seven Sisters and Beachy Head. This runnable course features 2,000 feet of elevation with professional timing and support.

A non stop 145 mile ultramarathon from Birmingham to London along the Grand Union Canal Towpath. This iconic event features a flat route with a 45 hour cut off and is open to all runners aged 20 and over.

Experience a 100 mile journey through Kent and Sussex on this flagship LDWA walking event. Celebrate 100 years of Winnie the Pooh while traversing 11250 feet of ascent across the North Downs and Ashdown Forest.

Experience the twilight beauty of Ardingly Reservoir during this sunset run in West Sussex. Choose between a 5km or 10km distance on a scenic undulating trail and enjoy a timed midsummer evening event with finishers medals.

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.