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 47 miles point to point ultra along the Thames Path from Iffley to Henley on Thames. The route mixes riverside trails and road sections, includes five aid stations, mandatory kit checks and real time GPS tracking.

A hip hop themed coastal run at Milford on Sea offering flexible distances from 5K to ultra and 5.3 km laps, with aid stations, a cupless policy, bag drop and a themed medal.

Looped races at Chalfont Park and Chalfont St Peter let runners choose distances from a 7K loop to multi lap ultras. Aid station, clear course marking, crew support and medical cover are provided.

Mendip Muddle is a 20 km multi terrain fell race in Somerset with about 420 m of climbing. Headquarters are at Charter House Outdoor Activity Centre; on course water and first aid are provided and prizes are awarded by category.

A 5 mile self navigated night trail run from The Plough and Harrow in Litlington with Halloween fancy dress, GPX navigation, trophies for best dressed and a timed but social atmosphere.

A night gravel trail run in Alice Holt Forest with 5 km laps and three distance options, head torch navigation, on-course outposts and on-site parking and facilities.

An evening Halloween run at Hogmoor with kids and adult loop options, varied sandy and muddy terrain, fancy dress encouraged, free parking and medals for finishers.

A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.

November 2026

Coastal trail runs on West Wittering Beach with three distances on sandy flats at low tide, chip timing, on-course water stations and a finisher medal. One dog per runner is permitted and spectators are welcome.

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.

A sold out trail run from Goodwood Racecourse into the South Downs National Park, with 21.3k, 16.5k and 12k routes through forest tracks, bridleways and the South Downs Way. Entries include chip timing, a medal and on-course refreshments.

Night trail running at Stonor Park in the Chiltern Hills on 7 November 2026 with three waymarked routes of 17 km, 13 km and 7 km. Outposts, parking, timed results and finish facilities are provided; dogs are not permitted.

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.

A twilight off road 10k around Eastbury Park and Chettle with wooded sections and historic landmarks. Medals, trophies and refreshments included and entries are limited to 200.

Trail running at Stonor Park in the Chilterns with three route choices of 22 km, 13 km and 7 km. Expect well marked woodland trails, steep climbs, possible wildlife sightings and outposts on the longer courses.

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.

A 7 mile chip timed trail race around The Blue Pool in Dorset on 7 November 2026. The route passes woodland, hills, heath and ridges and includes a capped canicross category; entry includes pool access for one adult and up to two children.

A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.

A trail event in Windsor on 8 November 2026 offering a 10K and a half marathon on flat off road trails from Alexandra Gardens. The event features chip timing, race photos, post race goodies and an event village.

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