Trail Running calendar near Greater London 2026-2027

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Experience the scenic Roman River valley near Colchester with self navigation marathon and half marathon trail races. This cupless event features hilly terrain across villages and hard-packed trails for a rewarding outdoor experience.

Experience a scenic trail run through the beautiful Hertfordshire countryside starting in the village of Sandridge. This event features a 10k route near the historic city of St Albans with a finish at the local primary school.

Experience a traffic free trail run through the historic Holdenby House estate with distances ranging from 10km to 50km. Enjoy rolling Northamptonshire views and woodland paths on this private country estate.

Run a scenic and undulating 10k on the rough tracks of Ashtead Common, a protected nature reserve. This community event raises money for local charities and promotes environmental sustainability. A 2k fun run is also available for kids.

Experience an annual fun run at Barton Abbey in Oxfordshire featuring 10k and 5k courses on undulating terrain. Join several race distances or a flexible family fun run to support the maintenance of Steeple Barton Church.

Experience a scenic multi terrain 10km or canicross run through woodlands and private fields. Finish your journey at the Ridgeway View Campsite with a custom medal and a cold pint from SOX Brewery.

The Bradenham Blast is a scenic 10km trail race through the Chilterns. The hilly course features beech woodlands and a final 3km downhill stretch. It offers finisher medals, photography, and prizes for top runners and teams.

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.

Choose your own distance at this New Forest trail event featuring a 3.28 mile loop. Enjoy flexible start times and scenic forest paths with full facilities and a commemorative medal for all finishers.

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.