Trail Running calendar near Isle of Wight 2026-2027
We have found 338 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.
We have found 338 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.
Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.
Run through ancient woodland and heathland in the New Forest near Brockenhurst, where free roaming ponies, horses and deer may appear. Choose the half marathon or a shorter route and enjoy a medal, finisher's gift and drink.
Tackle the Wendover Woods 50, a rugged 50 mile trail challenge across five 10 mile loops through scenic woodland with roughly 10,000 feet of climb. Expect technical forest trails, full support and a dramatic finish at Trig Point Field.
Join the Thames Path Trail Run in Berkshire on Saturday 21 November 2026 for scenic riverside running from Alexandra Gardens. Choose 21 km or 16 km on flat trails and finish with a medal, drink and goodies.
Take on the Kingston 10k on 22 November 2026, a lively road race that winds through Kingston streets and along the river towpath. Enjoy chip timing, a finisher medal and goodie bag, and support Kingston Hospital Charity.
Guided 10km trail run around the dramatic Devil's Punchbowl in Hindhead, led by an experienced trail coach. Social group sessions run at dusk or night with headtorches for a fun, steady off road challenge.
Join the Sussex Downs Trail Run on 28 November 2026 from Plumpton Racecourse for scenic ridge top views across the South Downs and the sea. Pick 9 km, 12 km or 21 km trails and finish with a medal and goodies.
Take in riverside views at the Riverside Marathon and Half Marathon in Walton on Thames on 28 November 2026. Flat, UKA certified towpath course, limited places, medals for all finishers and virtual entry available.
Run a flat UKA certified riverside course along the Thames at the Riverside Marathon and Half in Walton on Thames. Choose attended or virtual entry, grab a limited spot and earn a finisher medal after laps on the scenic towpath.
Run 30 miles from Haslemere, Surrey along the Serpent Trail and Sussex Border Path in a led, social ultra. Expect hilly, scenic trails through woods, heath and downs for a rewarding challenge.
Tackle Box Hill on a guided 12.5 mile trail run with about 1000 m of climbing through woodland, heathland and open fields. An experienced guide will lead a steady group pace for runners who can hold roughly 10 min per mile, with parking nea..
Take on the Freedom Racing Hurtwood 50k on 6 December and tackle a fully signed trail through the scenic Surrey Hills, starting from Dorking. Expect a five mile loop for lead runners, regular aid stations and live timing with a generous 10..
The Mince Pie 10 will take place in Peacehaven on Sunday 6 December 2026. You can run 10 miles.