Trail Running calendar near Rochester 2025-2026

We have found 306 Trailruns within 80 miles of Rochester. See below where and when you can find the races.

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.

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..

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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Take part in a 7 hour Time Challenge on scenic Thames towpaths in Egham with a two minute silence for Remembrance. Mixed path and light trail loops offer aid stations and vegan snacks while you lap to marathon or ultra distances.

Take on a scenic Half Marathon along the Grand Union Canal through country trails and woodland on November 9, 2025. Enjoy chip timing, a finisher medal and a lively event village with refreshments and event photography.

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.

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+.

The Cross de la Biche à Samer will take place in Samer on Tuesday 11 November 2025. You can run between 5 and 10 kilometers.

KNC 6 at Rusthall Common is a Kent Night Cup score event combining forest, urban and rock features in a 60 minute night challenge. Limited to 40 places and online registration only, so book early for an atmospheric evening orienteering.

Take on the Wendover Woods 50 on 15 Nov 2025, a 50 mile trail challenge near Aylesbury with about 10,000 ft of climb through beautiful forest terrain. Five 10 mile loops, supported aid stations and a 15 hour limit make for a tough but rewar..

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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.