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 10k, 21k or 42k through the Surrey Hills on 12 September 2026, starting at Shere Recreation Ground. Scenic, multi terrain routes with big views, chip timed results, on course support and a lively event village for finishers and fans.
Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.
Join the Farnham Pilgrim Half or Marathon on 13 September 2026 for scenic runs through the Surrey Hills on mainly off road trails. With frequent aid stations, free parking and strong marshal support, entries are limited so book early.
Enjoy a scenic trail half marathon entirely inside Richmond Park with a single loop start and finish at Sheen Gate. Run past White Lodge, Ham Gate Pond and open fields, with refreshment stations to keep you fueled for the 13.1 mile route.
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.
Tackle the Chiltern Wonderland 50, a scenic single loop 50 mile ultramarathon through the rolling Chiltern Hills from Goring on Thames. Fully marked course, generous aid stations and a 13 hour cutoff; qualifying marathon required.
Run the Bradenham Blast on 20 September 2026 at Manor Farm, High Wycombe, with 5 km, 10 km and half marathon routes through beech woodland and rolling trails. Enjoy a hilly, scenic challenge with an eco finisher medal and a tree planted for..
Enjoy scenic off road runs or walks around Fleet Lagoon in Dorset, with 10k, half marathon, marathon, a new four person marathon relay and a canicross category. Trails are waymarked and the event raises funds for local charities.
Run across rolling downland and ancient tracks at The Race on the Chase, with routes through Martin Down and historic sites near Salisbury. Choose marathon, half or 10k, enjoy racecourse facilities and a finisher medal with trophies for the..
Run the scenic 10 Mile Eridge Park Trail Challenge through woods, meadows and muddy streams on 27 September 2026 in Tunbridge Wells. Tackle technical climbs, enjoy marshals along the route and celebrate with cake and a pint at the finish.
Tackle 100 mile across the rolling South Downs, starting and finishing at Plumpton Racecourse. With 12,000 ft of ascent, scenic views and a 34 hour cutoff, this autumn single loop ultra is a true test.
Run to the Sea Bournemouth is a scenic 50 km point to point ultra from Moors Valley to Hengistbury Head on 3 October 2026. Expect flat forest trails and seafront running, four feed stations, tracking and a bespoke medal.
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.
Run the Dark Downs under the stars on 3 October 2026 at Plumpton Racecourse in Lewes. Choose a 50 km or half marathon loop across rolling South Downs trails with reflective signage and marshals for a magical night race.