Trail Running calendar near Isle of Wight 2026-2027

A four-race summer series at Dinton Pastures offering 5 km, 10 km and a 2 km kids event across May to August. Organised by Barnes Fitness with chip timing, marshals, medals and pre bookable parking.

A 50 mile point to point run on the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, six aid stations and a 13 hour limit. Entry requires a prior marathon finish within that race’s cut off.

Trail and trek event along the Jurassic Coast in Dorset with distances from 10 km to 100 km and a full route via Weymouth, Portland Bill, Chesil Beach and West Bay. The course features signed routes, marquee rest stops, GPS tracking, medica..

The Twenty Sixth Compton Downland Challenge in Compton, Berkshire on 16 May 2026 features a full marathon and a 16 mile race with a seven hour time limit; route maps, elevation profiles and videos are provided.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

A weekend obstacle race in Henley on Thames on May 16-17, 2026, featuring Sprint, Super and Beast distances plus a Kids Race and spectator tickets, run along historic town landmarks and a riverside course.

Experience a fundraising trail run through the grounds of the Badminton Estate. Choose from multiple distances including a team challenge while enjoying a community atmosphere with a post race BBQ and refreshments.

A measured cross country 10 km at Priory Park, Reigate on 17 May 2026, organised by MCC Promotions. Facilities include water stations, first aid, bag drop and trophies, and the event supports the charity Sport In Mind.

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

A multi-terrain 10 mile, 6 mile and 1 mile fun run in Beer, East Devon on 17 May 2026, organised by Beer Primary School PTFA to raise funds for the school with coastal and trail sections.

This 10K trail race starts and finishes on Cocklemoor in Langport, taking runners across mixed terrain paths through the Somerset Levels and countryside. It follows UK Athletics rules and is open to participants aged 17 and over.

Trail runs of 900 m, 4.5 km and 9 km around Newchurch, supporting Newchurch Primary School. All entrants get a medal and are entered into a raffle for prizes.

The Ridge Off Roader is a trail run through the scenic Chiltern Hills. It offers a half marathon and a 10k route, plus a fun 1k for kids. All proceeds support the local school.

Off-road multi lap run at Nutbourne Vineyards with views to the South Downs. Choose distances from 5 km up to a half marathon on the day; entry is £29, places are limited to 100, and finishers receive a medal, drink and cake.

Mud Monsters Run on 17 May 2026 in East Grinstead is a muddy obstacle event with 3 km, 5 km and 10 km routes through fields, woods and river crossings. Finishers get a medal and free photos; onsite parking costs £5.

Three Beaks Trail Running Day offers three self supported trail routes from Beak Brewery in Lewes on 17 May 2026. Routes are unmarked but run leaders guide groups and each finish includes a complimentary drink.

An off road 10 km trail around Barbury Castle near Wroughton, featuring tracks, grass and Smeathes Ridge. The event is fully marshalled, supports Wiltshire and Bath Air Ambulance Charity and includes a finishers medal and post race refreshm..

A point-to-point 50km trail race from Falmer to Eastbourne along the South Downs Way, covering roughly 3,500 feet of ascent and descent with mostly runnable trails, four aid stations, live GPS tracking and no qualifier required.

A long distance trail challenge from Richmond upon Thames to the Brighton coast with routes from 100 km to shorter distances. The event features marked trails, GPS tracking, staffed rest stops with food and medical support and camping optio..