Trail Running calendar near Henley-on-Thames 2025-2026

We have found 376 Trailruns within 80 miles of Henley-on-Thames. See below where and when you can find the races.

Thames Path Trail Run : Windsor Racecourse, 26 October 2025 The Thames Path Trail Run takes place at Windsor Racecourse on 26 October 2025. The route follows sections of the Thames and nearby countryside. Distances offered: 21km 16km No do..

The Pumpkin Plod is a multi-terrain running event held at Ferry Meadows, part of the expansive Nene Park near Peterborough. Participants can choose between a 6-hour or 4-hour timed challenge, running laps of a 5.3 km course featuring gravel..

Irchester Spooktacular - Irchester Country Park, 30 October 2025 Irchester Spooktacular is a Halloween-themed night-time run held at Irchester Country Park. The event offers two marked and marshaled routes on woodland trails and hard-packed..

Run a spooky 5 mile night trail through Friston Forest, finishing back at The Plough and Harrow for Halloween fun. Fancy dress is required for prizes and you get a themed finisher medal while the course is supported by a friendly sweep.

Event details The Halloween Trail is a narrative trail race on 31 October 2025. The course is described as about 8.5ish miles and follows a circular route around the town of Maldon. The route is approximately 95% off road and covers a varie..

November 2025

Brewery Trail Run is a 6-mile (10 km) trail run through the Chiltern Hills organized by Run The Wild. The event pairs trail running with a brewery experience at the world famous Tring Brewery: after the run, participants enjoy a private bre..

Event overview The Chiltern Ridge Winter 50K is a single-loop trail race held in the Chilterns, with the start and finish at Berkhamsted Cricket Club. The next edition is on 1 November 2025. The event distance is 50K with approximately 800..

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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..

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..

Event overview Sphinx AC Coombe 8 is an autumn road and trail running event held at Coombe Abbey on the outskirts of Coventry. The course is described as multi-terrain with a mixture of wooded trails and undulating farm land. The event offe..

Leigh-on-Sea 10k is an after-dark, Halloween-themed multi-terrain race in Leigh-on-Sea, Essex. The event features a 10k for adults and a 5k for younger participants (11–15 for the 5k; 16+ for the 10k), with an invitational option and volunt..

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..

Event overview Tunnel Vision is an out-and-back 5 mile running event in Market Harborough held on Thursday 6th and Friday 7th November 2025. The route includes a run through the Oxendon Tunnel, which is 422 m long; mood lighting will be use..

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..

Event details Freedom Racing - 5 Trails Ultra & 3 Trails takes place on 8 November 2025 at Westerlands, Graffham, Petworth, GU28 0QJ. The organiser is listed as Serpent Trail. Entries open 7 March 2025 and close 6 November 2025. The min..

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Event details Big Night Out Winchester is a night-time trail running event held at Winchester Athletics Track, Bar End, Winchester, SO23 0QA. The next scheduled race date is 08/11/2025. Distances and entry fees are: 22km - £38 12km - £32..

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..

Tackle the award winning Dirt Half Challenge, a scenic half marathon trail race around Leighton Buzzard. Expect autumnal canal towpaths, woods and rolling hills, plus a friendly festival style atmosphere that keeps runners coming back.

Event overview The Dark Dorset 10 is a twilight trail race run by Tri-Counties Trail Running. The course is an entirely off-road 10 km route that starts and finishes in the park in front of Eastbury House. The route goes through woods into..