Trail Running calendar near Brentwood 2026-2027

Enjoy a flat and traffic free summer race series at Dinton Pastures Country Park. Choose from 5km or 10km distances with chip timing and a dedicated 2km kids run for a complete family evening.

Experience a point to point ultra endurance challenge along the wild North Essex and South Suffolk coastline. Choose between 100 mile, 50 mile, and 50 km distances on a flat and scenic course.

Experience a 50 mile point to point journey along the scenic North Downs Way National Trail. This 81 km trail race features 5,600 feet of climb and crosses historic landmarks from Farnham to the outskirts of London.

Tackle the scenic Berkshire Downs in this 26th edition trail running event. Choose between a 26.8-mile marathon or a 16-mile challenge on a mixed-terrain course. All finishers receive a unique pottery mug, and a free BBQ awaits runners.

Experience the world’s largest inflatable obstacle course at the iconic Brands Hatch circuit. Tackle a series of massive inflatable structures in this unique 5K event held in the heart of Kent.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

A timed lapped event at Mowsbury Park on 16 May 2026 offering distances from 5 km to ultra with a seven hour time limit, flexible start window and both medal and no medal entry options; places capped at 75.

Experience an obstacle course race through historic site landmarks and riverside trails in Henley on Thames. Choose from distances ranging from 5km to 21km or bring the whole family for the dedicated kids event.

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..

Experience a guided 36 mile social ultra run along the Boudicca Way through the scenic Norfolk countryside. This non competitive event features qualified leads and regular aid stations for an ideal introduction to long distance trails.

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.

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.

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.