Trail Running calendar near Wokingham 2025-2026

We have found 370 Trailruns within 80 miles of Wokingham. See below where and when you can find the races.

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.

Explore runnable forest at Shoreham Woods with courses for all abilities and a one hour score challenge. Online entry only; trails are shared with walkers, riders and bikers and have some steep slippery slopes.

Enjoy a scenic but tough trail marathon or half marathon in Broadway, Worcestershire on 16 November 2025. Routes climb to Broadway Tower, pass Sudeley Castle and traverse muddy Cotswold tracks, and entries are full with a waiting list open.

UTMB Index

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.

Enjoy a small 8 mile trail race through the stunning Avebury World Heritage Site in Wiltshire, weaving past ancient stone circles and rolling countryside. Organised by Marlborough Running Club, this popular November event often sells out.

Join the Fox and Hounds Trail in Cock Clarks near Chelmsford for a scenic 3.8 or 7.7 mile self guided trail run on 16 November, with individual timed starts and proceeds to Centre Point charity. Friendly, low key and great for club runners.

Join the inaugural FOBS 5K Trail Run and Colour Run in Box on 16 November 2025 and support Box Primary School. Choose a family friendly 800 m colour run or a chip timed 5K through scenic Bybrook valley, with treats and certificates for all.

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 Carshalton Street O for an evening of score orienteering in the Mole Valley Winter series, starting outside The Hope pub with food and post race refreshments. Pick 60 or 40 minute score courses and use MapRun to time your run.

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.

Join KNC 7 on Thursday 20 November for a MapRun Street O along the Isle of Sheppey coast from Little Oyster Car Park, Minster on Sea. Tackle a 60 minute score with 31 virtual controls and enjoy an optional Apres O nearby.

Light up Salcey Forest for the Petzl Night Trails 10k, a fully marked two lap trail run under torchlight. Head or chest torches are required and you can expect muddy trails, a friendly vibe, Petzl demo torches and hot drinks.

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,..

Enjoy a scenic, flat coastal run at the Bournemouth Coastal TEN, choose 10 mile or 10 km along Hengistbury Head and Boscombe Pier. Chip timing, a finisher medal and post race refreshments make it a perfect seaside challenge for all abilitie..

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.