Trail Running calendar near Hertfordshire 2025-2026

We have found 355 Trailruns within 80 miles of Hertfordshire. See below where and when you can find the races.

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.

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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.

Event overview The South Downs Trail Run takes place on Saturday 8th November 2025 at Goodwood Racecourse, Chichester (PO18 0PS). The route runs within the South Downs National Park and offers distant views of the North Downs, Chichester Ha..

Run the Dirt Half Challenge in Leighton Buzzard this November, a scenic trail half marathon along canal towpaths, woodland and the Greensand Ridge. Finish with a lap of Tiddenfoot Waterside Park for a memorable autumn outing.

Tackle a 50 km ultra linking five classic long distance trails or choose a half marathon through chalk downland and woodland near Graffham. Enjoy stunning views, stocked checkpoints, SportIdent timing and an eco wood finisher medal.

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Big Night Out Winchester is a torchlit trail run on the South Downs from Winchester Athletics Track with 12 km and 22 km options. Run by headtorch along ridges and rivers and opt to have a tree planted instead of a finishers medal.

Run a scenic half marathon along the Grand Union Canal from Cowley Recreation Ground to Cassiobury Park, featuring country trails and woodland paths. Chip timing, a finisher medal and on course refreshments make this a rewarding challenge.

The SATURN Remembrance Day Run 2025 - South is a commemorative running event held at Wraysbury Skiff & Punting Club, Egham, along the scenic River Thames. Participants can run a flexible distance within a 6 hour and 32-minute timed challeng..

Remembrance Sunday 2025 is a unique running event scheduled for November 9, 2025, in Brightlingsea, Essex. Participants can engage in a traffic-free, looped trail course, with options to run a marathon or half marathon within a six-hour tim..

Scenic timed loop around Canvey Island via sea wall and coastal path, starting and ending at Waterside Farm Leisure Centre. Counterclockwise, self supported and with a pub check in near 10k for a top up and friendly course sweep.

The Remembrance Day Run - South, hosted by Saturn Running, takes place in Surrey at the Wraysbury Skiff and Punting Club along the scenic River Thames in Egham. This 7-hour time challenge allows participants to run multiple laps of a 4.37-m..

Explore ever changing trails at Galleywood Common with 10 or 16 mile self navigated routes provided on the day. There are no course markings or mass start and the finish at the Horse & Groom pub includes a voucher. Entrants must be 18+.

Explore Shaw Forest Park, West Swindon on Sunday 9 November 2025 for an orienteering event with courses for beginners to experienced navigators across mixed forest and open terrain. Online entry only, limited maps available so book early.

Wendover Woods 50® Wendover Woods 50® is a 50 mile (~81 km) trail ultramarathon held within Wendover Woods, Aston Hill, Halton, Aylesbury (South-East England). The route is five repeated 10 mile loops on forest trails and tracks operated by..

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Join SE Champs Weekend on 15 and 16 November for night and middle orienteering in a largely new area beside Britty Wood, open to all abilities. Expect tough championship courses, friendly atmosphere and on site toilets and refreshments.

Explore the woods around Slindon with South Downs Orienteers on Saturday 15 November, with multiple courses to suit all abilities. Juniors can enter free with a special code; contact the organiser if you need one.

Explore runnable forest at Shoreham Woods with courses for all abilities and a one hour score challenge. Online entry only; trails are shared with walkers, riders and bikers and have some steep slippery slopes.

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 1..