Trail Running calendar near Isle of Wight 2026-2027

We have found 452 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

A commemorative 7 hour Time Challenge at Wraysbury Skiff and Punting Club on the River Thames offering distances from 3km up to 50km on signed mixed terrain laps. Finishers receive medals and distance pins and aid stations include vegan opt..

A lap based 7 hour and 2 minute timed event on 8 November 2026 at Wraysbury Skiff and Punting Club offering flexible distances, a two minute silence with time deduction, medals, goody bags and aid stations including vegan options.

Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.

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 multi terrain race of about 12 km around Barton Farm Country Park in Bradford on Avon on 2 November 2025, featuring a river crossing and off road sections; the event raises funds for Alzheimer's Support (West Wilts).

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.

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..

Trail 5 km and 10 km races on the Bath Skyline with night and day options and a 500 m kids run. Mixed terrain routes are well marked and marshalled and finishers receive a two sided medal.

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.

Trail running near Brockenhurst in the New Forest National Park on wide, hard packed trails through woodland and heath. Three distances from 10k to a 21.6k half marathon, with chip timing, on-course drinks and a metal finisher medal.

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 Movember charity run at Ashton Court Park offering 1.5k, 5k, 10k and half marathon options with chip timing, medals and headbands, mixed path and trail terrain, some hilly sections, and on course refreshments.

Saturn Running holds the Smurf Run along the River Thames at Wraysbury on 15 November 2026. The seven hour Time Challenge starts from 3 km laps and includes finisher medals, distance pins, aid stations and goody bag options.

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.

Night trail running from Corfe Castle on 20 November 2026 with three waymarked routes across muddy tracks, ridges and woodland. The long route includes one outpost, toilets are only at the venue, and dogs are not permitted.

A chip timed trail run from Alexandra Gardens in Windsor along the Thames, offering two distances, riverside views, on-course support and finisher medals.

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.

Night time looped trail run at Moors Valley Country Park on 21 November 2026 with 10 km, 20 km or 30 km options, compulsory headtorch and free main car park; runners can choose a tree planting option instead of a medal.

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