Trail Running calendar near Hertfordshire 2025-2026

The 666 Trail Run, organized by Ashford Tri Club, is a unique trail race held in Kings Wood, Challock, Ashford. Established in 2010, the event features a 6.66-mile course through woodland terrain, offering a challenging and scenic run. The..

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.

Enjoy hilltop views and rolling countryside at the Sundon Saunter near Barton le Clay on 16 Nov 2025. Pick 13, 18 or 27 mile routes with checkpoints and a light finish meal; event is full and has a waiting list.

Run the Broadway Marathon or Half Marathon on 16 November 2025 through the northern Cotswolds, starting and finishing in charming Broadway village. Mostly trail with a climb to Broadway Tower, both routes reward you with beautiful views.

Explore the rolling Meon Valley on scenic trail loops from Swanmore, with 15.5 mile, 21.5 mile and tough 40 mile options across the South Downs. Expect notable climbs, tricky underfoot sections and fully stocked checkpoints for support.

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 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.

Run as many 5 km laps as you can in three hours around Peaslake Village Hall. A friendly night event with head torches, refreshments, prizes for top men and women plus shoe demos.

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.

Race the Dormouse Challenge at Salcey Forest on 21 November 2025, a six hour event where you can run as many 3.5 mile off road laps as you choose. Tackle a short spin or chase marathon miles, and bring your dog with a canicross entry.

The Zigzag Turkey Trot Challenge is a six-hour timed running event held at the Suffolk Running Centre in Bury St Edmunds. Participants start together and run as many laps as possible on the undulating, multi-terrain Back Quack route, with a..

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.

The RunUk Kingston 10k is a scenic running event starting and finishing at the Kingston Hawker Centre in Surrey. The course takes runners through the streets of Kingston and along the picturesque river towpath, offering a vibrant atmosphere..

Run the trails from the highest point in the Chilterns at ATW Wendover Woods. Choose 5K, 10K, half marathon or 5K Canicross, soak up stunning countryside views and celebrate with a custom medal and finish line goodies.

Hit the trails at Stonor Park for The Maverick Original Oxfordshire on 29 November 2025, an acclaimed off road running festival from Maverick Race. Choose from 7 km, 11 km or 22 km routes and enjoy a spirited course with great atmosphere.

Run across the golden sands of West Wittering Beach with stunning views of Selsey Bill, the Isle of Wight and the South Downs. Choose from 5, 10 or 15 km, bring your dog for canicross and enjoy a medal and finisher gifts.

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This UK Athletics certified event features flat, fast, and accurately measured courses wit..

Join a guided Box Hill Vertical KM group run near Dorking for a tough 12.5 mile route with about 1000 m of climb through woods, heath and open fields. Enjoy expert guidance, technical terrain and a social finish.