Trail Running Calendar South East (England) 2025-2026

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..

Take on the South Downs on 8 November 2025 at Westerlands, Graffham with a 50k Ultra linking five long distance trails or a scenic Half Marathon on three trails. Well stocked checkpoints, chip timing and a wooden eco medal await finishers.

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.

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.

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.

Join the Southampton MoRun at Southampton Common on Sunday 9 November 2025 to run 1.5k, 5k, 10k or a half marathon and support Movember. Undulating mixed path and trail, dog and buggy friendly, with every finisher getting a medal and headba..

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..

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.

Join the New Forest Central Trail Run at Roundhill Campsite for 10km, 17km or 22km routes through ancient woodland and heath. Enjoy undulating gravel trails, roaming ponies and a plastic free event with water, medals and chip timing.

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..

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.

Roly's Run is a scenic Meon Valley trail loop from Swanmore via the South Downs Way, offering 15.5 mile, 21.5 mile and a tough 40 mile option. The event is full and new entries are placed on a waiting list.

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..

Join the 666 Trail Run at Kings Wood for a scenic 6.66 mile trail through mature woodland organised by Ashford Tri Club. Limited to 200 entries so book early and expect limited parking and patchy phone signal.

Join the Smurf Run, a friendly 7 hour challenge along the Thames at Wraysbury. Finish 3 km to earn a Smurf themed medal and keep going to collect distance pins for half marathon, marathon and ultra achievements.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Dark Valley, Night Trails is a night-time trail run at Moors Valley Country Park, Ashley Heath, near Ringwood, Dorset. The 10km loop winds through wide, tree-lined forest tracks on the Hampshire/Dorset border, with 1, 2, or 3 laps for 10km,..

Explore Burghfield woods with Berkshire Orienteers on Saturday 22 November 2025. Five courses from a family friendly yellow to a challenging blue welcome beginners and seasoned navigators, with electronic timing and a scenic forest setting.

Explore 30 miles of the Serpent Trail from Haslemere in a hilly, scenic group run through woodland, heath and views across the South Downs. Led by an experienced guide, this non race suits runners ready for long trail miles.

Take on the New Forest Stinger, a scenic 10 mile trail race at Ocknell Campsite near Lyndhurst on 23 November 2025. Expect forest paths, supportive aid stations and a medal at the finish for a lively off road challenge.