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.

Run Wytham Woods offers 5K, 10K and a 1 mile family fun run through Wytham Great Wood near Oxford on September 19th 2026. The event is organised by the Eynsham community with local partners and a sponsor.

Trail races take place at Hambledon Vineyard from 1 km to 20 km, with marked courses and chip timing. The 20 km event is self navigated and carries mandatory kit requirements.

BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke fi..

A looped technical trail in the New Forest at Avon Tyrrell Outdoor Activity Centre where runners choose distances on the day from 5K up to ultra-marathon. Laps are 3.28 miles, with an aid table, on-site facilities and medals for finishers.

A trail marathon and a 16 mile race around the Purbeck Hills and Jurassic Coast on 20 September 2026, licensed by the Trail Running Association and supporting local charities with required safety kit for participants.

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

Black Hill Trail Run in Bere Regis, Dorset features 5 km and 10 km trail races on rural terrain, organised by Bere Regis Scout Group. Course info, results, prize details and charity support are listed on the event pages.

Looped trail event in the Chilterns based at Henley on 26 September 2026. Offers 50 km, 25 km and 10 km distances with covered rest stops, GPS tracking, medical support and camping at basecamp.

An obstacle race weekend at Pippingford Park near Nutley, East Sussex, offering Sprint, Super, Beast, Ultra and Kids races across rolling, often wet terrain. The Ultra includes the British OCR Ultra Championship for eligible entrants.

A trail event on 26 September 2026 at Bagwell Farm Touring Park offering 10k, half and full marathons plus a marathon relay and canicross. Routes run mostly off road along The Fleet Lagoon and the event raises funds for local charities.

A 10-mile trail race at Chilton Manor Farm featuring private trails, 240 m of elevation and a 1-mile Yew tree-lined finish. The route includes water stations, medics and a bespoke finisher medal.

Enjoy a flat riverside run along the Thames with a chocolate themed aid station. Choose your own distance from 5km to ultra marathon within a flexible seven hour time limit.

The Trail du Tue Vaques will take place in Fermanville on Saturday 26 September 2026. You can run between 10 and 30 kilometers.

A community running event at Harcourt Hill on 26 Sep 2026 featuring a predominantly off road 10k plus 3k and 1k options, water points, medals for all and prizes for top male and female finishers.

Trail races at Salisbury Racecourse feature marathon, half marathon and 10K routes across undulating downland and Martin Down nature reserve, with finisher medals and trophies for the top three men and women in each event.

A 10 mile trail race at Eridge Park in Tunbridge Wells featuring steep, narrow climbs, muddy sections and scenic views. Finishers receive a memento and are offered a pint and cake at the finish.

Amport Trail Run on 27 September 2026 offers multi terrain 5k, 10k, 10 mile and canicross routes from Amport Cricket Club. Entry is pre-registration only and the courses feature marshals, first aid and on-course refreshments.

A multi terrain trail event near Marlow offering a Half Marathon, 10k and 1k along the Thames and through countryside. Entries include chip timing, a finisher medal and refreshments, and every entry plants a tree.

October 2026

A single-loop 100 mile trail from Plumpton Racecourse in the South Downs National Park, featuring over 12,000 ft of elevation, 12 aid stations, a 34 hour cutoff and free onsite camping. The race forms part of the South Downs Triple Crown.

A guided group ultra run from St Martha's in Guildford along sections of the North Downs Way via Box Hill and Denbies Wine Estate, with kit support, group pacing and an alcohol free beer offered at the finish subject to availability.

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