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.

Enjoy a scenic 10km through Ramsbury Estate trails and woodland, mostly off road with gentle climbs, finishing at Ramsbury Brewery. Canicross welcome and every finisher gets a pint cup and free drink while supporting Brighter Futures.

Thames Meander is a scenic riverside race series on the Thames Path between Barnes and Petersham. Choose 10 km, half marathon or marathon on flat, runnable towpath routes with aid stations and medics across three 2026 dates.

SATURN TOO Midweek Medal Madness on 14 Aug 2026 at Wraysbury: a relaxed 7 hour timed challenge along the River Thames with distances from 3 km to ultra. Finishers earn medals and goody bags and enjoy aid stations on a scenic loop.

Run beneath historic Bath through the lit Two Tunnels on routes from colourful fun runs to marathon and 50 km challenges. Starts and finishes at Brickfields Park and tickets are sold out.

Tackle the scenic Henfield Half Marathon, an off road course that follows a riverbank and a disused railway with flint paths and stiles. Start and finish at Henfield Leisure Centre with parking, changing rooms, refreshments and medals for a..

Explore woodland, ponds and parkland of Southampton Common at the Southampton Running Festival, set in a designated Site of Special Scientific Interest. Choose the half marathon, 10K, 5K or junior race, then relax in the event village with..

Join the Crook Peak Cake Race in Axbridge on Wed 19 Aug 2026 for a spirited 3 mile fell challenge across stunning Somerset hills, finishing with cake and community cheer. On the day entry available for runners aged 14 and up.

Discover the Summer MTC Green Man Ultra around Bristol's Community Forest Path with 45 and 30 mile clockwise routes finishing at Ashton Park School. With festival style checkpoints, a bespoke Green Man medal and a challenging scenic route.

Run The Big Pilgrimage on 23 August along the Old Way from Southampton to historic abbeys, with 15 mile and marathon options across mixed terrain. Enjoy a short boat crossing with pick n mix sweets and collect landmark stickers for a memora..

Tackle a scenic trail 10K or half marathon through Alexandra Gardens with distant views of Windsor Castle. Chip timed results, free race photos and a lively event village make this a great day out for runners and supporters.

September 2026

Enjoy scenic River Thames trails at the Henley River Races with half marathon, 10K and junior races plus an event village for food and drink. Sustainability focused with chip timed results, free photos and unique themed medals.

Guided 30 mile trail run along the dramatic Jurassic Coast and Isle of Purbeck on 5 September 2026. Hilly and scenic, this group run suits trained trail runners ready for big climbs and unforgettable coastal views.

Tackle the iconic South Downs Way from Eastbourne past Beachy Head, the Seven Sisters and Brighton with options from 25 km to the full 100 km, run continuously or in multi day stages. Base Camp camping, regular aid stations and medical supp..

UTMB Index

Run among 2,500 trees at Westonbirt Arboretum with options from 1 mile to 10 km, on firm, road like underfoot through curated tree species sections. Tickets are currently sold out but the event offers family friendly activities on site.

Join Carnival Chase at Warminster Town Park on 6 Sep 2026 for friendly 10K, 3K and family 1.2K wheelchair and buggy runs around the boating lake and scenic lanes. Medals for all finishers and refreshments. Enter by 1 Sep.

The Beast is a challenging trail race of around 13 miles through Corfe Castle Common, with undulating terrain and stunning coastal path views toward Worth Matravers. Enjoy water stations on course and a unique finisher t shirt.

Join a guided 10 km trail run from Silent Pool, exploring the North Downs, Netley Heath and picturesque Shere. Led by an experienced coach with gear trials and sunset or headtorch night editions, it is social and not a race.

Run around Bewl Water near Lamberhurst, Kent, on scenic, undulating rural trails and quiet lanes with lake views. Distances from 10 km to 50 km suit many abilities, with friendly volunteers and good aid stations, though trails can be muddy.

Run or walk the Thames Path over a festival weekend with routes from a 10K up to 100 km, following the towpath from Putney to Henley on Thames. Supported aid stations, optional camping and a Henley 10K make for a scenic, social challenge.

UTMB Index

Take on three scenic fell races on the Isle of Wight on 12 and 13 September 2026, with finishes on Ventnor school playing fields. Part of the island championship and SEAA series, this event serves up coastal views, steep climbs and a real f..