Trail Running calendar near Isle of Wight 2026-2027

We have found 352 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

A mixed trail 10k and 5k in Slinfold raising funds for local causes, with chip timing, children’s races and refreshments at the cricket club. Adult finishers receive a replica world record medal and age group awards are presented.

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Run a scenic and undulating 10k on the rough tracks of Ashtead Common, a protected nature reserve. This community event raises money for local charities and promotes environmental sustainability. A 2k fun run is also available for kids.

The Bradenham Blast is a scenic 10km trail race through the Chilterns. The hilly course features beech woodlands and a final 3km downhill stretch. It offers finisher medals, photography, and prizes for top runners and teams.

The Chiltern Wonderland 50 is a 50-mile ultramarathon on a scenic single loop through the Chiltern Hills. With 5600ft of climb and historic villages, it’s a fully marked and supported trail run. It starts and finishes at Goring Village Hall..

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BigSky is the Air event in the Classic Element Trail Series at Hyde Common, New Forest, offering 18 miles, a marathon and a 50 km ultramarathon with marked routes, multiple aid stations and mandatory personal hydration.

This flexible trail run in the New Forest lets you choose your distance on the day, from a 5K lap to an ultra marathon. The scenic, technical loop starts near a historic manor house. On-site facilities include an aid station, showers, and o..

Experience a challenging trail run along the scenic Jurassic Coast and Purbeck Hills. Choose between the full marathon or a 16 mile route featuring historic ruins, coastal cliffs, and rugged Dorset countryside.

The Chiltern 50 Ultra Challenge offers looped trail distances of 50 km, 25 km, and 10 km through the scenic Chiltern Hills. It features a basecamp at Henley Showground with camping, food, and a celebration. Options are available for walkers..

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Run or walk through the beautiful Dorset countryside on this trail event. Choose from 10k, half marathon, or full marathon distances, with a new team relay option for 2026. All proceeds support local charities and community services.

A 10-mile trail race set in the scenic Candover Valley at Chilton Manor Farm. The route features a historic Yew tree-lined finish and includes private trails with 240m of ascent. Participants receive a unique medal and can enjoy refreshment..

Trail runs at Salisbury Racecourse across marathon, half marathon and 10k routes through undulating downland, woodland and Martin Down Nature Reserve, with several archaeological features along the courses.

A ten mile traffic free trail race at Eridge Park on 27 September 2026 with steep climbs, muddy sections and varied scenery. Organised by Tunbridge Wells Harriers, finishers receive a memento plus cake and a pint.

October 2026

South Downs 100 mile (Autumn Event) The South Downs 100 mile is a single-loop trail race through the South Downs National Park. The race starts at Plumpton Racecourse near Lewes in East Sussex. The route features rolling hills with over 12,..

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A 30 mile guided trail run on the North Downs Way, starting from St Martha's Hill in Guildford. This group run, ideal for first time ultra runners, explores the Surrey Hills and includes a stop at Box Hill. The experienced guide handles the..

This flat and scenic 50k ultramarathon runs point-to-point from Moors Valley Country Park to Hengistbury Head on 3 October 2026. The multi-terrain course features forest trails and seafront paths. It includes four feed stations, tracking op..

Take on the Epping Forest 50 KM 2026, a scenic 50 km trail challenge through ancient woods on 3 October 2026. Enjoy varied terrain, fresh air and a memorable run just outside London.

Night trail races on the South Downs near Plumpton Racecourse, Lewes, offering looped options including a 50 km and a half marathon. The course is fully marked with reflective signage, aid stations and marshals.

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A *50 km* point-to-point ultramarathon from Moors Valley Country Park to Hengistbury Head, featuring forest trails, coastal paths and a fully signed flat course. The race includes four feed stations, a GPS route file, medical cover and a 9...

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Experience a fast and flat riverside race along the Thames Path trail. Choose from 10km, half marathon, or marathon distances on this scenic out and back course featuring professional support and medals for all finishers.