Trail Running calendar near Isle of Wight 2026-2027
We have found 460 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.
0 – 100∞ km
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A 50 km trail race from Studland Beach along the Purbeck Way that passes coastal landmarks like Old Harry Rocks and Corfe Castle. One runner is appointed the Ferry who starts at the back and competitors aim to finish ahead of them.
Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.
Teams of three race from the Packhorse pub to a Midford cider farm and back over an off road route, collecting and carrying a full barrel. Fancy dress is compulsory and prizes include fastest teams and best costume.
A muddy 5k obstacle event at Beckenham Place Park with climbing, crawling and sliding on a grassy, undulating course. Waves start every 15 minutes; participants must be 13 or older and fundraising supports Cancer Research UK.
A sold-out cross country 10k across the Ridgeway and Chiltern Hills with steep climbs and twisting single-track descents. Open to runners aged 16 and over and run under TRA and UK Athletics rules.
A 10 km trail race around Stoke Park in Stapleton, Bristol, organised by Town and Country Harriers. The marked course has steep climbs and natural obstacles, entry is for those aged 18 and over, and half the proceeds go to a local charity.
A farm based 24 hour solo running challenge in Dorset on 17 July 2026 with camping available over the weekend. Multiple timed events and shorter runs are scheduled and finishers receive a medal and event goodies.
A one lap trail of about 5K on private farmland near Blandford Forum on 17 July 2026, run or walk within a 90 minute cut off. Limited to 136 entrants with camping available over the weekend.
A solo 12 hour timed trail at Myncen Farm in Dorset on 18 July 2026. Entrants may run or walk as many laps as they wish within the permitted time and receive a medal and goodies after completing at least one lap.
A weekend running festival at Blackland Farm on 18–19 July 2026 offering 1-mile lap formats: 24-hour and 12-hour solos, team relays, plus P24 and P12 paced challenges. Off-road course, camping included and limited Bell Tent upgrades.
MacTuffX Brighton at Withdean Stadium on 18 July 2026 combines ten prescribed Xercises with repeated runs in Classic and double distance formats, with solo, doubles and five person relay entries and a LITE weight division option.
Pretty Muddy 5k at Tilgate Park in Crawley is an obstacle course around Tilgate Lake with climbs, crawls and slides. The event raises funds for Cancer Research UK and offers on-site toilets, refreshments and parking.
A muddy 5k obstacle course at Stoke Park in Guildford on 18 July 2026 with staggered wave starts. Entry fees and a minimum fundraising target apply; participants must be 13 or older.
A group trail run from Dorking Station through Denbies Wine Estate and the North Downs, followed by stone baked pizza and a guided Denbies wine tasting. Options include an 8 km loop or a 5 km walk.