Trail Running calendar near Winchester 2026-2027

We have found 555 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Scenic trail races near Kingsclere, Hampshire offering marathon, half marathon and 10k on clearly marked single-lap routes with marshals and nearby parking.

The Coombe Keynes 10K will take place in Coombe Keynes on Sunday 14 June 2026. You can run 10 kilometers.

Run as many 3.28 mile laps as you wish along the scenic Stroud Waterways canal. This flexible timed event caters to all distances from 5k to ultra marathon with a seven hour time limit and a relaxed start window.

A community rural 5 km run and walk through Neptune and Paradise Wood with marshalled routes, age category awards, a midway drinks station and first aid, family entries and space for walkers with dogs on leads.

A multi-terrain 5 km race near Silverstone at Blackpit Farm featuring woodlands, lakeside lawns and farmland. Finishers receive a unique 5K medal and a virtual completion option is available; parking at Blackpit Brewery is free.

A four race summer series at Dinton Pastures Country Park offering 5 km, 10 km and a 2 km kids race on a traffic free off road course. The event includes chip timing, marshals, medals and on site first aid.

Community 5k, 10k and junior races in Robertsbridge on a multi terrain, undulating course with volunteer marshals, a BBQ, post-race bar, bespoke medals and free parking.

A low-key Category A fell race inside the M25 held on 19 June 2026, with multiple climbs around Yardley Valley and a finish on Pole Hill overlooking the Lea Valley. Entry is via SPOND and carries a £5 fee.

Beyond London on 20 June 2026 offers a fully signed trail event in London with a 55 km ultra and a 25 km route along the Capital Ring, GPX files, feed stations, chip timing and medical support.

Point-to-point races along the Three Shires Way offering a 50 mile ultra and a marathon through Bucks, Beds and Northants with on-course aid, mandatory kit requirements, finish medals and downloadable GPX routes.

Timed trail races on a 2.5 km loop at Leybourne Lakes on 20–21 June 2026, offering 6h, 12h and 24h formats for solo runners and relays. Official timing, live lap updates, medals and on-site medical support.

A 100 mile off road loop event at Denbies Wine Estate on 20 June 2026, fully chip timed with up to 30 hours to finish. Multiple distances run concurrently, from half marathons to 100 miles, on a roughly flat 1 mile loop.

A marathon and half marathon at Denbies Wine Estate on Saturday 20 June 2026. The event uses a relatively flat one mile loop, offers a flexible start window with up to 30 hours to finish and is fully chip timed.

A 24 hour challenge at Denbies Wine Estate where participants run one mile at the same time each hour for 24 consecutive hours. The event runs attended and virtual versions simultaneously and includes camping, 24 hour toilets and chip timin..

Experience the beauty of the South Downs National Park with distances ranging from 30km to a 100km nonstop ultramarathon. Enjoy fully supported trails passing historic landmarks and stunning coastal vistas near Chichester Harbour.

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.

Experience the twilight beauty of Ardingly Reservoir during this midsummer evening run. Choose between a 5k or 10k distance on a scenic undulating trail featuring a fully stocked aid station and finisher medals for all.

A functional fitness race in Stoke Gifford featuring 10 prescribed Xercises with running in two distance formats, solo or team entries, a LITE weight option, and a public leaderboard. Entrants must be 18 or over.

Pretty Muddy Southampton is a 5k mud obstacle course at The Common featuring climbing, crawling and sliding. The event supports Cancer Research UK, has a minimum fundraising target of £50 and is open to participants aged 13 and over.

A Race for Life obstacle event on The Downs in Bristol, featuring a mixed terrain muddy 5 km course with 28 m ascent. It is for participants aged 13 and over and includes on-site facilities, fundraising support and a finishers medal.

Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.