Trail Running calendar near Chiltern Hills 2025-2026

We have found 384 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

Pumpkin Plod is a timed running event held at Ferry Meadows, one of the largest country parks near Peterborough, UK. Participants run laps of a 5.3 km multi-terrain course featuring gravel footpaths and grassy areas through the forest. The event offers two options: a 6-hour or 4-hour challenge, wher..

Irchester Spooktacular is a Halloween-themed night-time running event at Irchester Country Park. Runners can choose between a 5k night run or a 2k Family Fun Run, both on established woodland trails with two new routes created for the event. The courses are fully marked and marshaled by witches, wiz..

The Plough and Harroween is a 5-mile night trail run held in Litlington, East Sussex, starting and finishing at The Plough & Harrow pub. The self-navigated course, run in reverse of the Friston Forest 5 route, traverses countryside terrain including forest, farm tracks, and downlands. Participants m..

November 2025

The Guided Run - Petersfield 10k will take place in Petersfield on Saturday 1 November 2025. You can run 10 kilometers.

Brewery Trail Run is a 6-mile (10 km) trail run through the Chiltern Hills, starting from The Home Office in Tring, about 40 minutes northwest of London. The route traverses scenic trails with some hills, and participants are grouped by ability and may walk steep sections, making it suitable for all..

Chiltern Ridge Winter 50K is a single-loop trail ultra starting and finishing at Berkhamsted Cricket Club in the Chilterns. The 50-kilometre course climbs about 800m and threads through Berkhamsted Common and the Ashridge Estate, then follows The Ridgeway National Trail to Aldbury and Wendover befor..

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The ZigZag Catherine Wheel Canter is a unique running event held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Participants can choose from various distances including 5k, 10k, half marathon, full marathon, 50k ultra, or a 6-hour challenge, all run on a traffic-free 400-meter athl..

The Fireworks 50 is a 50-mile running event organized by Zig Zag Running, held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Now in its fourth year, this unique race takes place on a traffic-free athletics track, offering runners a safe and controlled environment. Limited to 50 pa..

The Leigh-on-Sea 10k is an after-dark, multi-terrain running event held in Leigh-on-Sea, featuring both 10k and 5k distances, including a juniors' 5k for ages 11-15. Scheduled for early November, the race offers a spooky Halloween-themed atmosphere with mandatory head or body torches and optional fa..

The Wendover Woods Marathon, Half Marathon & 10k is a scenic autumn trail running event held in Wendover Woods, Buckinghamshire. The race features multi-terrain, hilly courses with significant climbs, making it a challenging yet rewarding experience for novices, seasoned runners, and marathoners see..

Shepshed 7 2025 is a 7-mile running event organized by Shepshed Running Club, held at Iveshead School, Shepshed, LE12 9DA. The main race uses a two-lap, scenic, traffic-free countryside course through the private Garendon Park grounds by kind permission of Persimmon Homes. The route is multi-terrain..

The Sphinx AC Coombe 8 – 2025 event is held at Coombe Abbey on the outskirts of Coventry, with the race HQ outside the main visitor centre. The main 8-mile race is a tough, multi-terrain course that combines wooded trails and undulating farmland across the historic site, with an optional 8 km (5 mil..

Tunnel Vision is the Everyone Active Night and Dawn Runs in Market Harborough. The out-and-back 5-mile race features the Oxendon Tunnel, 422m long, lit with mood lighting but still requiring a headtorch. The hard-packed track can be run in road or trail shoes, though the tunnel surface has ruts and..

Enigma Fireworks is a running event taking place on November 7th and 8th, 2025, at Caldecotte Lake in Milton Keynes. The event features both a marathon and a half marathon on each day, with participants completing scenic laps around the lake. Runners can expect a supportive environment with race bri..

The The Druid's Challenge will take place in Tring on Friday 7 November 2025. You can run 86 miles.

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The Dirt Half Challenge is a trail half-marathon held in Leighton Buzzard, Bedfordshire. The course covers roughly 13.1 miles, starting in the historic town and weaving anticlockwise around Tiddenfoot Waterside Park, along the Grand Union Canal towpath to Stoke Hammond, through countryside to Great..

Big Night Out Winchester is an exciting night-time trail running event set in the scenic surroundings of Winchester, Hampshire. Participants can choose between a 22km or 12km course, both illuminated by headtorches as they navigate the trails and pathways. The event features a fully marked route wit..

Freedom Racing presents the Freedom Racing-5 Trails Ultra & 3 Trails, held at Westerlands, Graffham (Petworth, GU28 0QJ) in the South Downs. The event offers two distances: a 50k Ultra that links five long-distance trails (Serpent Trail, New Lipchis Way, West Sussex Literary Trail, Monarchs Way and..

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South Downs Trail Run starts from Glorious Goodwood at Goodwood Racecourse in the South Downs National Park, with views across the downs and distant sights of the North Downs, Chichester Harbour and the Isle of Wight. Runners choose from three off-road distances: 21km, 19km and 12km. The course runs..

The Seagrave Wolds Challenge is an annual cross-country running and walking event held in the scenic Leicestershire Wolds countryside near Seagrave village. Covering approximately 16 miles of varied, hilly terrain, the route changes each year and includes footpaths and private land. The event emphas..