Trail Running calendar near Shanklin 2026-2027

A level 19 km trail race along a converted Somerset and Dorset railway through the Stour valley, with route markers, two aid stations, a canicross option, parking and post-race refreshments.

A 10 km trail run and canicross at Renegade Brewery on the Yattendon Estate. The course is mostly off road with one water refill station and finishers receive a medal, a pint cup with a free drink and a mince pie.

A seven hour Time Challenge along the River Thames in Egham with flexible distances from 3 km to 50 km, signed laps, medals, distance pins and goody bags, plus a Christmas dinner aid table and a small present for finishers.

A traditional 3.5 mile Boxing Day run around Hindhead commons and the Devils Punch Bowl, with Mens, Ladies and a Drinking Run category. All profits support Holy Cross Hospital.

A cupless charity run across vineyard trails at Rathfinny Wine Estate, featuring two 5 km loops, limited to 75 local runners; part of each entry fee supports the WOLO Foundation and basic facilities are provided at Race HQ.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

A year-end cross-country event at Butlers Lands Farm featuring water crossings, Roman walls, fields and footpaths. Two routes are offered and entry includes a medal, engraved iTAB, free photos and chip timing.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

A New Year trail race at Box Hill with an exact 10.000 km route, 473 m of ascent and rough tracks offering steep sections and wide views. Registration and parking are at Denbies Vineyard and headphones are not permitted.

A cross country meeting in Penshurst on 3 January 2027 offering a 5-mile race and a 5-mile canicross option on winter trails, organised by Penshurst Cross Country Run.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

A winter trail run near Farley Mount offering two off road distances with chip timing, refreshments and a finisher medal. Routes feature tree lined sections, open views and a short climb on the longer course.

A trail half marathon and 10K in Moors Valley Country Park, Dorset, run on gravel woodland paths with lap-based routes and limited canicross places. The event is chip timed, fully marked and follows several eco-friendly measures.

Trail races at Queen Elizabeth Country Park in the South Downs offer three distances through woodland, the South Downs Way and gravel tracks, with chip timing, water stations and a finisher medal.

A twilight out and back trail in Hurn Forest offering 5 mile and 10 mile options. The event uses 2.5 mile laps, provides aid at the start and finish, and donates 20% of entry fees to Forestry England.

A winter single loop trail ultramarathon in Hampshire covering about 53 miles and 6400 ft of ascent, mostly on the South Downs Way and linked trails. Entry requires a marathon qualifier and winter darkness trail running experience.

A two day, 66 mile trail ultra along the North Downs Way near Farnham, Surrey on 6 and 7 February 2027. Options include a full package with accommodation and meals or single day entries, with checkpoints and course support provided.

A 28.2 trail marathon along the River Adur in February, starting at Shoreham Sea Scout Hut, with muddy paths and fully stocked aid stations. Prior trail marathon experience, suitable clothing and a mobile phone are required.

Experience two distinct half marathons along the Hampshire coast over one weekend. Run the muddy trails of Langstone Harbour or the flat promenades of Southsea, with the option to complete both for a special bonus medal.

A measured 10 mile road race in Melksham with a route through Lacock, a finisher medal and prizes across age categories. The field is limited to 300 places and entries close on 1 January 2027 or earlier if full.