Trail Running calendar near Winchester 2026-2027

Challenge yourself on the scenic forest trails of Wendover Woods. Choose from a hilly Half Marathon, 10k, or Junior Run. All finishers receive a bespoke medal.

Run on the sand at Bournemouth Beach. This event offers 5K and 10K distances, starting from Bournemouth Pier and heading east along the coast. It presents a unique challenge with its beach terrain and coastal views.

A lively fell race on Coombe Hill near Wendover on 7 June 2026, tackling 7 km with 220 m of climb and rewarding hilltop views. Entry on the day, modest fees and a pint included make this a friendly, competitive outing for juniors and teams.

Explore the testing trails of Alice Holt Forest in Surrey at the inaugural Wild Trail Runs. Choose between a 10km or Half Marathon distance, with chip timing and feed stations provided. Canicross runners are welcome, and all finishers recei..

A self-navigated 10k trail run celebrating an organizer's 20th anniversary. The route on public paths offers a mix of flat and hilly terrain. Finish with a commemorative vest and a well-earned drink at the Plough & Harrow.

Midweek summer evening trail race on Wednesday 10 June 2026 at Moors Valley Country Park in Ringwood. A one lap 10 km forest route with chip timing, aid stations and canicross options, presented with sustainable event measures.

A flexible 6-hour timed run along the flat, scenic Jubilee River near Slough. Run as many laps as you like on the 5.24-mile course, with everyone receiving a finisher's medal. The route offers countryside views and a riverside path.

A flexible 7-hour timed run along the River Thames. Choose your own distance from 3 km to ultra marathon on a signed, mixed-surface course. All finishers get a medal and goody bag.

The South Downs Way 100 is a 100-mile point-to-point race along the entire South Downs Way National Trail. Runners have 30 hours to cover the 85% trail course, supported by 12 aid stations. Finishers receive a buckle, with a special award f..

A 50km trail race on the iconic South Downs Way, fully within the national park. Starting at Matterley Bowl, it finishes at Queen Elizabeth Country Park with full support and a 9-hour cutoff. Part of the World Trail Majors - Short Series.

A multi distance trail event in the Cotswolds on 13 and 14 June 2026. Based at Cirencester, it offers loop and staged 100 km options with regular rest stops, medical support, camping and finishers awards.

Trail runs circling the scenic Bewl Water reservoir in Kent. Choose from four distances, from 10km to a 50km ultra, on a mix of woodland paths and quiet lanes. The event features chip timing, stocked checkpoints, and finisher medals.

Explore the rugged Jurassic coastline on the trails of Dorset. Choose from three distances, each offering coastal views, steep climbs, and rocky sections. The event is dog-friendly and aims to be plastic-free.

A community running day at Neroche Primary School on 13 June 2026 featuring chip-timed 5 km and 10 km courses, a children’s fun run, medals and prizes, with proceeds supporting the school PFA.

A multi distance off road event on 14 June 2026 around Cheddar Gorge and the Mendip Hills, with races from 1 km to marathon plus an Omnium multi event. Courses include cliff top paths, mixed terrain and multiple feed stations.

Trail races at Watership Down feature marathon, half marathon and 10K single lap courses on mainly off road footpaths, reaching high points with county views. Events include chip timing, marshals, water stations and finishers medals.

Run a scenic 10 km trail through the historic Lulworth Estate, across chalk downland and through woodland with views of the Jurassic Coast. Expect about 175 m of ascent, off road paths, water stations and a cosy cafe with homemade cakes at..

Choose your distance at this flexible timed event along the flat Thames towpath. Run from 5k to an ultra within a 7-hour window and earn a unique finisher's medal. With a 1.5-hour start window, you can begin your run at a time that suits yo..

A multi terrain 5 km race at Blackpit Farm near Silverstone featuring woodlands, lakeside lawns and farmland. Finishers receive a bespoke medal and free parking is available at Blackpit Brewery.

Community evening races at Robertsbridge Rec Ground offering 10k, 5k and a junior run on a multi terrain undulating course. Volunteer marshals, a BBQ, a post race bar, bespoke medals, trophies and free parking are available.