Trail Running calendar near Hertfordshire 2025-2026

Experience Irchester Spooktacular, a night time Halloween run through woodland trails with costumed marshals and fancy dress prizes. Choose a 5k or 2k family run and collect a spooky medal and treats while supporting local foodbanks.

Enjoy a 60 minute score orienteering course through woodland and open slopes at Trosley Country Park on the North Downs. Choose from 20 controls, hunt bonus dumbbells and race the clock in scenic terrain.

Join Plough and Harroween, a 5 mile Halloween night trail through Friston Forest on 31 October, starting and finishing at the Plough and Harrow in Litlington. Fancy dress, head torch and trail shoes required; medals, prizes and a pub drink..

Run 50 miles on an athletics track at Fireworks 50, a small field limited to 50 entrants with festival vibes, music, free tea and cake and a bespoke medal. Enjoy traffic free laps, aid stations and fireworks as dusk falls.

Join a guided 10 km trail run through the Chiltern Hills with Run The Wild, grouped by ability and suitable for runners who can cover 5 km non stop. Finish with a Tring Brewery tour, beer tasting and a bottle to take home.

Tackle the 50 km Winter Warrior trail ultramarathon along the historic Boudicca Way from Norwich to Diss on 1 November 2025. Enjoy scenic countryside, GPS navigation and indoor checkpoints to keep you going.

Run under the stars at The Maverick Dark Hampshire in Alice Holt Forest on 1 November 2025, tackling 5 km laps along tree lined forest tracks with 5, 10 and 15 km options. Expect aid stations, chip timing, event photos and a metal finishers..

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..

Tackle the Chiltern Ridge Winter 50K, a scenic trail ultra with about 800m of climb across Berkhamsted Common, Ashridge and The Ridgeway. Fully marked with aid stations, chip timing and finish showers for a memorable autumn challenge.

Scenic multi terrain course through wooded trails and rolling farmland at Coombe Abbey, with 8 mile and 8 km options. Places are limited and entries include a race memento and hot chocolate at the finish, with cash prizes for top finishers.

Run the Leigh on Sea after dark 10k or 5k on 2 November 2025, with a juniors 5k for ages 11 to 15. Headtorches are mandatory, fancy dress is encouraged and every finisher gets a quirky not medal while proceeds benefit Southend YMCA.

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 e..

Autumn Amble is a scenic 7 mile self navigation trail around Great Dunmow on 2 November 2025, with HQ at The Butchers Arms. Choose your start time, follow the written route issued on the day, and celebrate at the pub finish.

Navigate ancient woodland, parkland and meadows at Dagnam Park in the HAVOC Regional and SWELL orienteering event with waterproof maps and SI timing. Courses suit beginners to experienced orienteers and help and coaching are available.

Near Market Harborough, run a 5 mile out and back through the atmospheric Oxendon Tunnel with moody lighting; bring a headtorch. Pick night or dawn for a sunrise reveal and earn interlinking medals if you take on both.

Join WRNL 3 in Colden Common for a lively 60 minute orienteering score event where you pick controls in any order to rack up points. Lights and hi viz required; hired dibbers available and juniors must be accompanied.

Take part in a woodland night score at Westerham: 60 minute navigation to collect as many 10 point controls as you can from 20 locations. Limited entries, book online in advance; apres and prize giving at The Carpenters Arms.

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

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 lak..

Tackle the Seagrave Wolds Challenge on 8 November 2025 in Seagrave, Leicestershire. This 16 mile cross country run or walk welcomes runners and walkers with changing routes, refreshment stops and a friendly non competitive atmosphere.