Trail Running calendar near Southampton 2026-2027

A flexible Friday run along the Thames. Choose your start time and your distance, from a 5k lap to an ultra. It's a smaller event with a lower fee, but you still get one of the famous Phoenix medals.

A *100 mile* non-stop foot race along the South Downs Way from near Winchester to Eastbourne, supported by 12 aid stations, full medical cover and a 30 hour cut off. The event is part of the Gran Canaria World Trail Majors Series.

Experience a 50km journey through the South Downs National Park featuring stunning ridge trails and historic landmarks. This well supported event offers a challenging route from Winchester to Queen Elizabeth Country Park.

A multi-distance trail event in the Cotswolds on 13-14 June 2026 centered at Cirencester basecamp, offering strong route support, GPS tracking, regular rest stops, medical cover, camping and finishers awards.

Experience a scenic trail run around South East England's largest lake with distances ranging from 10km to a 50km ultra marathon. Enjoy undulating rural trails and wooded paths with stunning reservoir views throughout.

Experience the rugged beauty of the Jurassic Coast with trail runs of 7 km, 13 km, and 23 km near Swanage. This plastic free event offers technical coastal paths, steep climbs, and a finisher medal for all participants.

An inflatable obstacle course run of 5 km in Brighton on Saturday 13 June 2026, with recent booking activity and participant feedback noting a positive family experience.

A chip-timed 5K and 10K on an undulating multi-terrain route around Neroche Primary School, with medals and age-group prizes, plus a children’s fun run that accepts a £2 donation. Proceeds support Neroche School PFA.

Test your endurance at MacTuffX London in Barking. Choose from solo, doubles, or relay categories with interval distances of 10x400m or 10x800m. This event is open to all participants aged 18 and over.

Trail runs through Cheddar Gorge and the Mendip Hills on 14 June 2026, with distances from 1 km to marathon. Routes are waymarked and marshalled, with multiple feed stations and on site parking.

Trail marathon, half marathon and 10K at Watership Down on 14 June 2026. Single lap courses, mostly off road, with finishers items, race photos and managed road crossings.

A community trail race of 10 km on the private Lulworth Estate near Lulworth Cove and the Jurassic Coast, combining village fête atmosphere with a hilly course on chalk downland and woodland. Profits support the Coombe Keynes Trust.

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..

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 rural 5 km family fun run and walk in Long Wittenham on 14 June 2026, on signed and marshalled footpaths through Neptune and Paradise Wood. There are age category awards, a midway drinks station, refreshments and a fastest villager prize.

Two fully signed trail routes around Richmond Park following parts of the Capital Ring. Choose a 55 km ultra or a 25 km trail, with route support, training support from Beyond Trails and an accessible start and finish.

A looped trail event at Denbies Wine Estate offering a 100 mile ultra with up to 30 hours to finish, chip timing, on-course aid and multiple concurrent distance options including marathons and timed events.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

Run 1 mile each hour for 24 consecutive hours at Denbies Wine Estate in P24 The Longest Attended Day, an off road challenge for attended and virtual runners. On site camping and a hefty finisher medal await but places are limited.

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.