Trail Running calendar near Greater London 2026-2027

A point-to-point trail half marathon along the Grand Union Canal from Cowley to Watford, featuring chip timing, four water stations, a wooden finisher medal and on-course marshals. A pre-race coach transfer to the start is available by pre-..

A three day, 84 mile (135 km) ultramarathon along the Ridgeway from Buckinghamshire to Wiltshire with two overnight stops in Watlington and Didcot. Organised by XNRG Druids, it offers full packages with accommodation and single day entry op..

A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.

Trail races of 21.6k, 16.7k and 10k run from Roundhill Campsite in the New Forest National Park. Wide hard packed trails pass through woodland and heathland where ponies and deer may be seen.

A 50 mile race of five 10 mile loops wholly within Wendover Woods, featuring 10,000 feet of climb, nine well stocked aid stations and marked trails. The event is supported by race medics, has a 15 hour cut off and requires marathon qualific..

Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.

Trail races at Westerlands near Graffham: a 50 km Ultra linking five long distance trails and a 13 mile Half on three trails, with SportIdent timing, aid stations, mandatory kit and a wooden eco-medal for finishers.

A multi-terrain *5K* and *10K* race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.

MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.

A 7 hour Time Challenge on a signed riverside loop at Wraysbury Skiff and Punting Club, with distances from 3 km to 50 km, themed medals and distance pins, goody bags and aid stations on each lap.

A countryside walking event based at Barton-le-Clay Village Hall with 12 miles for walkers only plus 18 and 26 mile routes across field paths, tracks and woods. Online entries run 1 September to 13 November 2026.

Trail running in the Meon Valley with 15.5, 21.5 and 40 mile options on South Downs Way and local trails. Courses are waymarked with stocked checkpoints and there are specific age and entry rules.

A six-hour lap event at Salcey Forest where participants choose how many 3.5-mile loops to run. Dogs and rucking are allowed, a reduced parking rate is available, and there are options for charity donations or a tree token instead of a meda..

A 10k night trail at Salcey Forest on a marked two lap crushed stone route that can be slippery in wet weather. A head or chest torch is required, Petzl will provide demo kit, and a canicross option runs ten minutes before the main field.

A fully marked *50 km* trail ultra from Putteridge Bury in Luton, running along North Chiltern ridgelines with three checkpoints, required safety kit and UTMB World Series index status.

A riverside trail run from Alexandra Gardens in Windsor along the Thames. Two chip timed distances with medals, refreshments, water stations and on-course first aid.

A guided 10 km trail run through the Chiltern Hills followed by a private tour and tasting at Tring Brewery. The event includes trail coaching, a run leader and a bottle or pint at the brewery.

An underground marathon at UCAP BUNKER near Portsmouth on 21 November 2026. The multi lapped route runs through low tunnels, has a six and a half hour cut off, and requires a headtorch and cycle helmet.

A trail race at Spider Hill, Long Valley, on Saturday 21 November offering a single-lap 10 km and a shortened 5 km option with mud, marshes and steep climbs.

A mostly off road 15k trail at Trifarm near Boreham on 21 November 2026, following public footpaths and bridleways. The anticlockwise route starts by the lake and finishes on the running track beside the road entry.