Trail Running calendar near Brentwood 2026-2027

Experience a 50 mile single loop through the historic Chiltern countryside featuring 5600ft of climb. This fully marked ultramarathon visits filmed locations and picturesque villages with complete aid station support.

Experience a social out and back run through the scenic Gallops near Newmarket with distances ranging from 5k to Ultra. Enjoy a seven hour cutoff and a bespoke medal at the Suffolk Running Centre.

Experience the beauty of the Garden of England with trail races across Kent's most iconic landscapes. Choose between 25km, 50km, or 100km routes through ancient woodlands and historic castle grounds with a festive race village finish.

Experience the rolling Northamptonshire countryside with a half marathon or five mile trail race. Enjoy scenic views across bridleways and footpaths before celebrating with local medals and homemade village cakes.

Experience a scenic trail run through the Huntingdonshire countryside with the Ouse Valley Way Marathon and Half Marathon. These flat point to point races follow the river along a mix of grass gravel and tarmac paths.

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

The Chiltern 50 Ultra Challenge offers looped trail distances of 50 km, 25 km, and 10 km through the scenic Chiltern Hills. It features a basecamp at Henley Showground with camping, food, and a celebration. Options are available for walkers..

Experience an obstacle course weekend at Pippingford Park featuring distances from 5k to 50k. Run through rolling hills and rugged trails as you tackle the British OCR Ultra Championship or complete your Trifecta challenge.

A 10-mile trail race set in the scenic Candover Valley at Chilton Manor Farm. The route features a historic Yew tree-lined finish and includes private trails with 240m of ascent. Participants receive a unique medal and can enjoy refreshment..

The Endless Garden is a last-person-standing Backyard Ultra marathon. Runners tackle a 4.167-mile loop every hour from a base at The Waggoners Pub, where spectators and crews are welcome. The event includes drink vouchers and a special pub..

Experience an autumn run through scenic pumpkin fields and farm tracks in Colchester. With 10k, 5k, and 1k distances, this flat off road event features chip timing and a family friendly event village.

Experience a flexible trail event at Billingford Lakes with a 5.3 km lap course through grasslands and rugged trails. Choose between 4 and 6 hour sessions to complete your preferred distance and earn your bespoke finisher medal.

Join a community charity run through the flat farmland of Grantchester with 10 km and 3 km routes. Enjoy a traffic free course, chip timing, and post race treatments while supporting local cancer care and research.

Run a traffic free 10 mile trail course through the picturesque Eridge Park featuring steep climbs and woodland paths. Enjoy a complimentary pint and cake at the finish line of this well marked off road challenge.

Enjoy a flat riverside run along the Thames with a chocolate themed aid station. Choose your own distance from 5km to ultra marathon within a flexible seven hour time limit.

Experience a scenic off road run through the fields surrounding Manuden with distances of 10k, 5k, and 1k. Enjoy locally organized routes with course water stations and finisher medals for all participants.

Explore the North Downs and Stour Valley with 15, 20, or 27 mile routes starting from Wye. Enjoy views of the historic Wye Crown and fully stocked checkpoints on this self-navigated Kentish adventure.

MacTuffX London offers a unique interval running competition in September 2026. Participants can compete in solo doubles or relay categories over repeated 400 meter or 800 meter distances in Barking.

Experience a 100 mile single loop trail race through the South Downs National Park starting from Plumpton Racecourse. This event features 12000 feet of elevation and includes twelve aid stations with onsite camping available.

Join a 30 mile guided group run exploring the scenic Surrey Hills and Box Hill. This event offers professional coaching on the trails and is an ideal entry point for those new to ultra running.