Trail Running calendar near London Borough of Enfield 2026-2027

A lapped riverside race from Wraysbury Skiff & Punting Club along the Thames Path near Runnymede. Offers 10 km, half marathon and marathon distances with marked turnarounds, marshals, a bespoke finisher medal and prizes for top three men an..

A 5k at Banham Zoo on 9 May 2026 that includes a lap around the zoo and full-day zoo entry. Entry supports conservation, offers a finisher medal and fundraising prizes, with spectator tickets available at set prices.

A marathon in May 2026 marking the 30th edition, organised by Halstead Road Runners on scenic low traffic roads around Halstead Leisure Centre in North Essex. Part of the Essex Road Running Championships with a strong volunteer and charity..

A circular multi-distance running event from Naseby Village Hall in Northamptonshire, featuring road and trail sections, GPS tracking and multiple checkpoints. The route direction alternates each year for a different course experience.

Road marathon and half marathon at Suffolk Running Centre near Bury St Edmunds, using the Kirtling and Windmill routes. Aid stations every 10 km, parking included, cupless policy, bespoke medals and a seven hour marathon cut off.

A fundraising off road 10 km, 5 km and junior run at Milton Creek Country Park on 10 May 2026, supporting the Oliver Fisher Special Care Baby Trust. The event features mapped trail routes, a bespoke medal, prizes and limited free parking.

Run one or two loops through the undulating vineyards of Rathfinny Wine Estate on a carbon neutral trail event that supports the WOLO Foundation and awards recycled slate medals to finishers.

Take on the Greenway Challenge on 10 May 2026 in Letchworth Garden City, a scenic self guided 13 mile loop around the Garden City Greenway. Enjoy a wooden finisher medal, post run treats and help raise funds for GRIT.

Trail races of 20 km, 10 km and junior 3 km and 5 km run from Cocking Hilltop across the South Downs, with climbs, scenic views and marshalled, waymarked courses under Trail Running Association licence.

Run the Chilterns 30, a scenic 30 km trail around Tring with rolling hills and about 500 m of ascent through woods and ridgelines. Limited to 50 places, the well supported event includes guides, checkpoints and a finisher medal.

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Enjoy a scenic one lap 10k through bluebell woods, undulating hills and open common in Surrey at Hampton Estate and Puttenham Common. Chip timed with bespoke 2026 medals, a friendly finish village and superb views.

A multi terrain 5 km race at West Lodge Farm in Desborough that passes fields, nature trails and farm animals, with a bespoke finisher medal and a virtual entry option to receive the medal by post.

A point-to-point trail event along the North Essex and South Suffolk coast offering 100 mile, 50 mile and 50 km options with GPS tracking, checkpoint support and mostly soft trail underfoot.

A 50 mile point to point trail run along the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of ascent, six aid stations and a 13 hour cut off. Pacers and crews are not permitted and finishers receive a medal.

Compton Harriers stage the Compton Downland Challenge on 16 May 2026 with a multi-terrain full marathon (26.8 miles) and a 16 mile route across the Berkshire Downs. The event includes aid stations, a seven hour limit and a hand-thrown finis..

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 measured 10 km cross country run in Priory Park, Reigate on 17 May 2026 with a 250 metre section plus four laps, water stations, first aid and registration on the day. Trophies and a bespoke medal are awarded and the event supports Sport..

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..