Trail Running calendar near Brentwood 2025-2026

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.

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.

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.

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..

Join the Wessex Night League in Kings Worthy for a 60 minute touch free score orienteering across urban streets and wooded areas. Bring hi viz and lights; day entry allowed subject to limits and juniors under 16 must be accompanied.

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.

Experience a sandy coastal run at West Wittering Beach with stunning views across the Solent, Selsey Bill and the South Downs. Choose from 5 km, 10 km or 15 km and bring your dog for canicross fun with medals and post race treats.

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..

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.

Maverick Dark and Maverick Original in Henley on Thames offer scenic off road trail races with multiple distances for all abilities. Expect muddy singletrack, rolling hills and a lively festival atmosphere for a fun day of trail running.

The Wallop is a scenic 21k timed trail race through Farleigh Wallop Estate, winding along narrow woodland paths, wide gravel tracks and open fields. Enjoy marshalled support, a bespoke finisher medal and post race mulled wine and mince pies..

Join a guided 13 mile trail run around Guildford's Surrey Hills, visiting St Martha's Hill, Shere and the North Downs Way. Enjoy a friendly group pace, kit support and optional post run refreshments.

Event overview The St Andrews Day Challenge is a timed trail event on 30 November 2025. Participants choose between a 6-hour or a 4-hour timed option and run as many laps of the circuit as they can within their chosen time. The course uses..

Run 26.3 miles over five laps around the scenic Colworth Estate near Sharnbrook on 30 Nov 2025. Open to solo runners and teams, this intimate trail and road loop has drink stations but is cup free so bring a bottle.

Event overview Winter on the Downs is a pair of single-loop trail ultras around the trails of East and West Sussex. Both races start and finish in Helen Garden, Eastbourne. Distances offered: 55 miles 100 miles The route begins over Beach..

Scenic trail runs from Plumpton Racecourse across the South Downs with ridge top views to the sea. Choose 9, 12 or 22 km with chip timing, water stations and a finishers medal; plastic free event so bring a reusable cup.

Join a magical evening run through parkland past the illuminated Cowdray Ruins at the Cowdray Winter Night Run. Head torches are mandatory and there are 5 km and 10 km distances plus dog friendly canicross and kids races.