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.

Run scenic trails through ancient beech woodlands and chalk downs in the Chiltern Hills at the Maverick Chilterns Trail on Saturday 11 July 2026 in Princes Risborough. Choose from distances from 8 km up to a 50 km ultra for every level.

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Run the Cider 5K.ish on Friday 17 July 2026 at Myncen Farm near Blandford Forum, a scenic one lap trail over fields, grass and dusty tracks. Part of a weekend of running and optional camping, this friendly race offers finisher goodies.

Take on the 12 hour Cider Challenge solo across undulating farm trails in Dorset this July 18, with fields, wildflowers and dusty tracks underfoot. Camp onsite for a full weekend vibe and earn a medal and goodies for every finisher.

BigHeat Camp FIRE is a two day trail running festival at Mill Farm, Lurgashall on 18 and 19 July 2026, with races from a 2 km kids trail to a 50 km ultramarathon. Camp and unwind with yoga, live music, food stalls, showers and a wild sauna.

Join Race The Light at Wendover Woods for scenic, challenging trail races supporting the Chilterns Neuro Centre. Choose from an accessible family friendly loop up to a hilly 5K or 10K and soak up the forest atmosphere.

Tackle the Apple Plod 10K.ish on Sunday 19 July 2026 at Myncen Farm for a two lap undulating trail run or walk through fields, wildflowers and dusty tracks. Enjoy a relaxed 2.5 hour cut off, weekend camping and finisher goodies.

Run 10 or 5 mile trails through scenic Ashdown Forest with big climbs, flowing descents and stunning views. Friendly marshals, well stocked aid stations and bespoke finisher medals make this a rewarding summer challenge.

Take on a scenic 7 hour timed challenge along the River Thames at Wraysbury, choosing how many laps to run from a 3 km minimum up to 50 km or ultra distances. Finishers from 3 km earn a medal and everyone gets goody bags with vegan options.

Scenic flat trail around Maidenhead Commons and Summerleaze Lake on 26 July with 5K to half marathon options. Event base at the Sports Bar with marshals, chip timing, unique medal and free race photos for a friendly community day.

RunThrough Trails South Downs leads along the South Downs Way from 12k to 50k with sweeping views across Hampshire and Sussex. Marked routes, aid stations, an event village and a themed medal with free photos create a memorable day.

August 2026

Run or walk the North Downs 50 Ultra Challenge, a scenic 50 km loop from Loseley Park along the North Downs Way through Surrey hills. Well supported with rest stops, GPS tracking and finisher kit, it welcomes walkers and Trailblazerz.

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Run the Vanguard Way Marathon or Half on 02/08/2026 from Coombe Road, Croydon, tracing scenic Vanguard Way through woodlands, parkland and the North Downs. Finishers receive a medal, mug, buff, tee and post race snacks.

Take on the MTC Thames Challenge, a four day 184 mile ultra along the Thames Path from the Cotswolds to Greenwich. Choose solo or relay and enjoy shared accommodation, evening meals and daily kit transfers.

Tackle the 57 mile point to point MTC Cotswold Ultra along the scenic Thames Path through Cotswold countryside. Finishers receive a bespoke medal, every runner gets an MTC visor and checkpoints plus GPX keep you supported.

Tackle the MTC Oxford Ultra, a scenic 49 mile point to point ultramarathon along the Thames Path finishing in Henley on Thames. With three staffed checkpoints, mandatory GPS navigation and a finisher medal, it is a true test of endurance an..

Take on a 7 hour timed challenge along the scenic River Thames at Wraysbury Skiff and Punting Club, with distances from 3 km up to ultra. Tarmac paths, an aid table, cafe and finisher medals make it perfect for pacing or chasing distance go..

Run 47 miles along the River Thames from Henley to Kingston in the scenic MTC Windsor Ultra. Enjoy riverside views, three aid checkpoints and a bespoke finisher medal plus a choice of technical shirt, mug or hat.

Take on the North Downs Way 100, a rugged 103 mile trail race across Surrey and Kent from Farnham to Ashford with a 30 hour finish cut off. Scenic ridgelines, lively aid stations and Western States qualifier status make for a classic ultra..

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Tackle the Mendip Marauder on 8 August 2026, a rugged trail challenge offering 30 mile and 50 mile routes across woodlands, hilltops and classic Mendip landmarks. Both distances finish on Uphill Sands Beach in Weston Super Mare for a glorio..

Choose any number of laps on a scenic 5.3 km loop at Denbies Wine Estate to make distances from 5 km up to ultra. Timed event with a flexible 1.5 hour start window and support on a hilly off road course.