Trail Running calendar near Maidenhead 2026-2027

Experience a traffic free trail run through the historic Holdenby House estate with distances ranging from 10km to 50km. Enjoy rolling Northamptonshire views and woodland paths on this private country estate.

Trail running on the undulating, rough tracks of Ashtead Common with a 10k and a 2k kids run. Organised to raise funds for local charities and described as Britain's 'greenest' race, it encourages public transport.

Experience an annual fun run at Barton Abbey in Oxfordshire featuring 10k and 5k courses on undulating terrain. Join several race distances or a flexible family fun run to support the maintenance of Steeple Barton Church.

SOX 10 km on 13 September 2026 at Ridgeway View Campsite near Wallingford features a multi terrain 10 km and a canicross 10 km, finishers get a medal, pint cup and free drink while fundraising supports the Thames Valley Air Ambulance.

Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.

A 7-hour lapped trail event near Hitchin with a 5K loop, event village and a Mini Mile for children; organised by Run Strong with a virtual option and part of proceeds going to charity.

A single-loop 50 mile trail through the Chiltern countryside with about 5600 ft of climb, based at Goring Village Hall in Oxfordshire. The route passes historic villages and includes five aid stations, a marked course and medical support.

A single-stage trail race of about 47 miles along the Cotswold Way from Chipping Campden to Painswick, featuring steep climbs, varied surfaces, on-course support, live tracking and a finishers medal.

Trail event at Suffolk Running Centre offering 5k, 10k, half marathon, marathon and ultra on social out and back routes. Aid stations every 10 km, parking included, bespoke finisher medals and a seven hour cutoff.

A single stage, approximately 102 mile trail race along the Cotswold Way from Chipping Campden to Bath, with a 32 hour completion time and route markers, support stations and medical cover on the course.

Triple Trail Races on 19 September 2026 at Loddington Farm offers 25 km, 50 km and 100 km routes across Kent's North Downs Way, Greensand Way and Weald Way, with on site race village, camping, food vendors and recovery facilities.

MacTuffX Watford on 19 September 2026 offers solo, doubles and relay entries over two interval formats, 10x400m and 10x800m. All entrants must be aged 18 or over and fees vary by category.

The Run Wytham Woods will take place in Eynsham on Saturday 19 September 2026. You can run between 5 and 10 kilometers.

A trail running event at Hyde Common in the New Forest on 20 September 2026 offering 18 miles, marathon and 50km ultramarathon routes with marked courses, multiple aid stations, a bespoke finisher medal and a tree-planting option.

Trail races near Clipston on Sunday 20 September 2026 include a Half Marathon and a Country 5 mile route across bridleways and footpaths. Medals and homemade cakes are provided for all finishers.

A looped technical trail in the New Forest with a Grade I listed manor house backdrop. Runners choose distance on the day from 5K up to ultra marathon and receive a medal after one loop.

A marathon and half-marathon along the Ouse Valley Way in Huntingdonshire on 20 September 2026, finishing at Earith on mostly flat grass, gravel and tarmac paths. The races are registered with the Trail Running Association and insured under..

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

Looped trail event in the Chilterns based at Henley on 26 September 2026. Offers 50 km, 25 km and 10 km distances with covered rest stops, GPS tracking, medical support and camping at basecamp.

An obstacle race weekend at Pippingford Park near Nutley, East Sussex, offering Sprint, Super, Beast, Ultra and Kids races across rolling, often wet terrain. The Ultra includes the British OCR Ultra Championship for eligible entrants.