Trail Running calendar near Southampton 2025-2026

We have found 292 Trailruns within 80 miles of Southampton. See below where and when you can find the races.

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..

November 2025

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.

UTMB Index

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.

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.

UTMB Index

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.

UTMB Index

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 twilight 10 km off road trail through Dorset woods and historic parkland as dusk falls. Enjoy atmospheric scenery, a touch of local ghost lore and medals, trophies and refreshments at the finish; entries are limited.

MoRunning returns to Ashton Court Park in Bristol on 9 November 2025 with 1.5k, 5k and 10k trail friendly routes that mix paths, mud and a testing hill. Support Movember for men's health, grab a finisher medal, wear fancy dress and join the..

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..