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.

Take on the Unbreakable Treasure Run on 5 April 2026 at Xcel SPORTS HUB, Walton on Thames, running timed laps along a flat riverside towpath from 5 km to ultra. Limited places and a 7 hour time cap make this a focused challenge with a keeps..

This long-standing Easter Monday village 10km starts at Mortimer Fairground. The largely off-road course explores local woodland paths. Options include a standard run and a dog-friendly canicross event.

A multi-terrain single lap of about 8 miles with 900 feet of ascent around Freshwater and Alum Bay, based at West Wight Sports Centre; limited entries and age 16 minimum.

A traditional 5-mile trail run on Easter Monday, looping around the scenic Hall Barn Estate. The event starts and finishes at Beaconsfield Rugby Club, with parking available at the nearby motorway services. Trail shoes are recommended for t..

The 50 Mile Grand Slam 2026 is a challenging four-race ultramarathon series. It includes the South Downs Way 50, North Downs Way 50, Chiltern Wonderland 50, and Wendover Woods 50. The event is currently sold out.

A 50 mile ultramarathon tracing the scenic South Downs Way National Trail from Worthing to Eastbourne. The point-to-point route concludes with a lap on the track. It's the first event in the 2026 50 Mile Grand Slam series.

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Run along the scenic banks of the Thames in Henley-on-Thames. This mixed-terrain event features a half marathon, a 10K, and a junior race, all starting at the iconic Temple Island Meadows. Your entry includes a themed medal, chip timing, an..

Discover scenic trails across the Cowdray Estate and heathland commons at Spring Run the Seasons Cowdray on 11 April 2026. Choose from a kids 3km up to 10 miles, with canirun options for dog owners, perfect for all abilities.

The Maverick East Sussex Trail offers three scenic routes along the South Downs Way from Stanmer Park. Runners can choose from 5km, 13km, or 21km distances over woodland, chalk, and farmland trails. It's a dog-friendly, plastic-free event e..

A village trail run in the Hampshire countryside. The 10 km course offers scenic footpaths with rolling hills. A colourful kids' dash adds to the family friendly day.

A seasonal trail run series at Cowdray Estate offering 5 km, 10 km and 10 mile races across spring, summer, autumn and winter, with a summer evening event that includes a BBQ, bar and spot prizes.

A 15-mile fell race in Cheddar with over 2000 feet of climbing on a fully marked course. Entry includes tea and cake at the finish, with water stations and snacks provided along the way. The race starts on Warrens Hill and finishes at Fairl..

A 42 km trail marathon across the South Downs, starting at Stanmer Park. The unique route merges with the final stretch of the Brighton Marathon for a finish on Hove Lawns. Participants must carry mandatory kit and use a reusable cup at aid..

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Set for April 2026, this trail challenge starts and finishes at Windsor Racecourse. Choose from 50km, 25km, or 10km loops through Great Park and along the Thames Path. With dedicated categories for walkers and runners, it offers full suppor..

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Race Overview The Chiltern Ridge Classic 50K is an ultra marathon traversing the ridgeline trails of the Chiltern Hills between Ivinghoe Beacon and Whiteleaf Hill. The race is a UTMB World Series Index Race. The current route is slightly lo..

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The Spring Trail Series takes runners on the scenic Serpent Trail through the South Downs National Park. With five distances from 12km to 110km, all races start and finish at the same accessible location at Cowdray Estate. The event offers..

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A timed, lap-based run on a flat 5.3 km towpath course by the River Thames in Walton on Thames. Distances range from 5 km to ultra with flexible rock up and run starts and an optional no-medal lower-price entry.

A scenic trail half marathon along Seaford seafront and the South Downs, organised by Martello Rotary Seaford and Seaford Striders. The event features marshal support, water stations, a bespoke medal and raises funds for local charities.

Run the rolling trails of the South Downs at the Grand National 10 km Trail Run in Findon, with 10 km, canicross, 5 mile and kids events for all ages. Scenic route, bespoke medals, charity support and a fun Filly or Colt costume prize.

Timed lap event at Buchan Country Park on 19 April 2026 with 5.3 km laps to create distances from 5 km up to ultra within a 7 hour limit. Runners may choose one of twelve medals or a lower cost no medal entry.