Trail Running calendar near Portsmouth 2025-2026

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.

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..

WRNL Bovington on Saturday 1 November is event two in the Wessex Region Night League: a 60 minute score course across runnable woods, open heath and urban terrain. Fast, tactical night orienteering with marshalled road crossings.

Run the Chiltern Ridge Winter 50K, a single loop through Ashridge and along The Ridgeway from Berkhamsted. Limited to 325 runners, with marked navigation and well stocked aid stations for a true autumn trail test.

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..

The Dorset Hillfort Ultra is a scenic 38-mile running event set in the picturesque West Dorset, featuring a challenging course with approximately 1,300 meters of ascent. Participants will traverse from one ancient hillfort to another, enjoy..

Join the WIM Founder's Trophy at Bere Wood on Sun 2 Nov with courses for all levels. Expect runnable woods, marshy patches, waterproof maps and electronic punching for a fun day out. Entries close 31 Oct.

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.

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.

Run the Dark Dorset 10, a twilight off road 10k through haunted woods and parkland around Eastbury Park. Limited to 200 runners, this atmospheric trail race mixes local ghost lore with a tough off road route and finishes with a medal, troph..

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.

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.

Join the Southampton MoRun on 9 November 2025 at Southampton Common to support Movember and men's health. Choose 1.5k, 5k, 10k or the half marathon and enjoy a medal, headband and post race treats.

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..

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 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.

Join the Wessex Night League in North Salisbury for a one hour score orienteering through urban streets and a hilltop nature park. Fast paced and social, bring lights and hi vis, and pre entry is required.