Trail Running calendar near Isle of Wight 2026-2027

We have found 448 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

An off road ultramarathon from Maiden Newton of about 35.9 miles with roughly 1,300 m of ascent, passing hillforts and coastal views. Six aid stations offer water and cake, GPX files and maps are provided for navigation.

Forest trail races at Wendover Woods on 1 November 2026 include marathon, half marathon, 10k and a junior run over a multi-lap 10 km course with varied, hilly terrain and on-site facilities for spectators.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Trail races from Goodwood Racecourse take runners into the South Downs National Park across forest tracks, bridleways and part of the South Downs Way. Three distances are offered with chip timing, water stations, first aid and a finishers m..

A night trail run at Stonor Park near Henley on Thames with three route choices from 7 km to 17 km. Headtorch required and headphones and dogs are not permitted.

A twilight off-road 10 km through a reputedly haunted parish of Dorset, starting and finishing in the park in front of Eastbury House. The route passes Chettle woods, Bloody Shard Gate and Chettle Long barrow.

Trail running at Stonor Park on 7 November 2026 with three waymarked routes through Chilterns woodland, notable elevation gains, wildlife sightings, outpost support on the longer routes and reusable-cup water stations.

A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are required.

Experience a flat trail run through the heart of royal Berkshire with chip timed results and free race photos. Choose between a 10k or Half Marathon distance starting from the scenic Alexandra Gardens in Windsor.

A remembrance themed seven hour time challenge at Wraysbury Skiff and Punting Club along the River Thames. Distances run from 3 km to 50 km with medals, distance pins, aid tables and goody bags.

A commemorative timed challenge along the River Thames where runners choose their distance within a 7 hour time limit; finishers from 3 km receive a medal and goody bag and a two minute silence is observed and deducted from finish times.

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 50 mile trail race in Wendover Woods run as five 10 mile loops with 10,000 ft of ascent and descent, nine aid stations and full medical cover. Mandatory kit rules apply and there is a 15 hour cutoff.

Off road 5 km and 10 km races around the Bath Skyline in November, with night and day options, a kids 500 m and a canicross wave. Mixed trails, muddy sections and marked routes with a large two sided medal for finishers.

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.

The Freedom Racing - 5 Trails Ultra will take place in Graffham on Saturday 14 November 2026. You can run between 13 and 50 kilometers.

Trail running from Roundhill Campsite in the New Forest near Brockenhurst with 21.6 km, 16.7 km and 10.0 km options on wide gravel paths through woodland and heathland, with on-course drinks, chip timing and finisher medals.

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.

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