Trail Running calendar near Winterbourne Monkton 2025-2026

The The Druid's Challenge will take place in Tring on Friday 7 November 2025. You can run 86 miles.

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.

Run the Beacons Ultra, Marathon or Half on 8 November 2025 from Talybont on Usk, Powys. Varied trails, mountain climbs and canal paths take you to Pen Y Fan and the reservoir for a scenic, challenging autumn outing.

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.

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.

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 MoRunning Bristol MoRun at Ashton Court on 9 November for 1.5k, 5k and 10k trail and path races with scenic but hilly terrain. On the day entries, chip timing, medals and finish snacks make it a fun event for runners of all levels.

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..

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.

Run a 10 km night trail in Wyre Forest on 12 November 2025, two laps on off road trails with torches compulsory. Canicross is welcome and places are limited so book early.

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..

Enjoy night and day races across Bath Skyline's stone paths, woodland trails and open meadows, with 5km, 10km and a kids 500m plus a dedicated daytime canicross wave. Glow stick marked night courses make for a magical running experience.

Experience torchlit trails and ancient ruins at the Maverick Dark Castle around Corfe Castle on 15 November 2025. Choose 5 km 10 km or 16 km routes for a thrilling off road night run hosted by Maverick Race.

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.