Trail Running calendar near London Borough of Enfield 2026-2027

Approximately 102 miles along the Cotswold Way from Chipping Campden to Bath on 19–20 September 2026. Single stage trail event with live tracking, food stations, medical support and 32 hours to complete.

Triple Trail Races on 19 September 2026 at Loddington Farm offers 25 km, 50 km and 100 km routes across Kent's North Downs Way, Greensand Way and Weald Way, with on site race village, camping, food vendors and recovery facilities.

MacTuffX Watford at Woodside Stadium on 19 September 2026 combines ten Xercises with running in Classic (10 x 400 m) and Double (10 x 800 m) formats, with Solo, Doubles and Relay entries and a LITE weight division.

Run Wytham Woods offers a 5K, 10K and one mile family run through Wytham Great Wood, with uphill and downhill sections and views towards Oxford. The event is organised by the Eynsham community and will return in 2027.

A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.

Trail races around Clipston feature a half marathon and a 5 mile route across bridleways, minor country roads and a footpath between Kelmarsh and Clipston. Proceeds support the Clipston Recreation Field Trust and all finishers receive medal..

A marathon and half-marathon along the Ouse Valley Way in Huntingdonshire on 20 September 2026, finishing at Earith on mostly flat grass, gravel and tarmac paths. The races are registered with the Trail Running Association and insured under..

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.

A five mile autumn trail run in Mill Green on 24 Sep 2026 with limited entry for over 18s. The event is self sufficient, route is anti-clockwise and a head torch and phone are required.

A 50 km looped trail event from a Henley basecamp through Chilterns countryside, with 25 km and 10 km options. The event offers camping, a Saturday meal, covered rest stops, medical and massage support, GPS tracking and a finishers medal an..

A multi-distance Spartan Race weekend at Pippingford Park, Nutley on 26 to 27 September 2026 featuring water obstacles, rolling hills and countryside views. Events include Sprint, Super, Beast, Ultra and a kids race; the Ultra hosts the Bri..

A 10 mile trail race at Chilton Manor Farm featuring private estate trails, a 1-mile yew tree-lined finish, on-course marshals and a sustainable finisher medal, with GPX/Strava route files and on-site pop-up cafe.

A backyard ultra at The Waggoners in Welwyn Garden City on 26 to 27 September 2026 where runners repeat a 4.167 mile (6.71 km) loop each hour until one runner finishes alone. Entry includes drink vouchers and a commemorative glass.

Three community races at Harcourt Hill on 26 Sep 2026 from a 10k off road course to a 1k fun run, organised by the 4th Oxford Scout Group with medals, prizes and water stations for participants.

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.

A community charity event on Sunday 27 September 2026 near Grantchester offering chip-timed 10k and 3k courses through farmland, medals for all finishers, trophies, and fundraising for Maggie’s and Addenbrooke’s Charitable Trust.

A 10 mile trail race at Eridge Park in Tunbridge Wells featuring steep, narrow climbs, muddy sections and scenic views. Finishers receive a memento and are offered a pint and cake at the finish.

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.

A community run on 27 Sep 2026 with off road routes around Manuden offering 10k, 5k and 1k distances, water stations, medals for finishers and on site parking and registration at the Yew Tree pub.

MacTuffX London on 27 September 2026 stages functional fitness races at Wimbledon with ten Xercises and repeated runs in classic and double distances, offering solo, doubles and relay entries plus a LITE weight division.