Trail Running calendar near London Borough of Enfield 2026-2027

Stort10 '26 at Cammas Hall Farm on 17 May 2026 offers scenic 10 and 5 mile off road loops through farm tracks and woodland with a friendly low key vibe. Finishers get a medal and a premium T shirt or a tree planted in their name.

Take on 18 miles of scenic Suffolk countryside from Nowton Park to Clare Castle Country Park, running or walking at your own pace. With a friendly atmosphere, medal for all finishers and support for St Nicholas Hospice, this is a challenge..

A guided 36 mile run along the Boudicca Way from Diss to Norwich Station on 17 May 2026. Led by qualified run leaders, the event is not a race and entry is priced at £35.

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 three day urban orienteering weekend in Canterbury from 22 to 24 May 2026 featuring a Friday prologue, a city race through historic streets, and sprint races on the University of Kent campus.

City-centre orienteering in Canterbury offering 5k and 5 mile individual time trial races with maps and basic navigation guidance, live results, prizes and on-site refreshments.

Four point to point races across the South Downs National Park on 23 May 2026, with mainly runnable, non-technical trails and a finish at Beachy Head in Eastbourne. Courses are fully marked and supported with regular aid stations.

A multi-distance trail event from Richmond upon Thames to Brighton on 23 to 24 May 2026. Distances include 100 km, 50 km, 25 km and 10 km with marquee rest stops, medical support, GPS tracking and optional camping.

A multi-distance trail festival at Grimsthorpe Castle Estate offering 10 mile, 40, 70 and 100 mile options plus a 100 mile team relay on a marked 10 mile loop through woodland, limestone tracks and estate roads.

A Surrey trail running event on 23 May 2026 offering 20K, 41K and 62K routes that all finish at Burys Field, Godalming, with marked courses, regular aid stations and an 11 hour cutoff policy.

A single loop trail race in the South Downs National Park starting and finishing in Eastbourne. The 13.5 mile course follows the South Downs Way via Friston Forest, the Seven Sisters and Beachy Head with 2,000 feet of elevation.

A 26.2 mile trail marathon in Richmond Park with three laps starting and finishing near Sheen Gate. The route follows the Tamsin Trail and inner park paths and features drink stations, chip timing and signposted routes.

Queen of the Suburbs Ultra invites runners to explore Ealing's greenways, towpaths and parks with 50k and 25k single loop options. Expect a Horsenden Hill climb with city views to Wembley and a friendly local race atmosphere.

Join the Rebellion 10km at Riverwoods, Marlow on 25 May 2026 for a scenic trail run along the Thames including a crossing of Marlow Bridge. Finishers get a medal, a Rebellion beer or non alcoholic alternative and a pint cup.

A 50 km multi terrain ultramarathon in Maidenhead on a fully signed single lap route along the Thames Path, Jubilee River and the Green Way. The race includes chip timing, live tracking, four aid stations and a finisher medal.

An 86-mile point-to-point trail race along the full Ridgeway National Trail from Ivinghoe Beacon to Avebury Stones, featuring eight checkpoints, GPS tracking, a 28 hour cutoff and a 250 runner field.

A 50 km route along the River Medway from Rochester to Tonbridge, passing three medieval castles and several villages. The course is mainly flat on marked towpaths and trails with three aid stations and a finish on the Tonbridge athletics t..

A scenic, flat 30 km point to point trail along the River Medway from East Farleigh to Tonbridge on 30 May 2026. Towpaths, riverside views, aid stations, live timing and a finisher medal.

Tackle the Ridgeway Chase 60 km ultramarathon across iconic ridgelines and wooded trails, starting at Ivinghoe Beacon and finishing near Wallingford. Expect a scenic but testing day with full support, chip timing and a finisher medal.

Southampton Running Festival on 31 May 2026 offers 5K, 10K, half marathon, a junior race and a charity place option on a multi lap route through Southampton Common with marked kilometres and event marshals.