Trail Running calendar near Brentwood 2025-2026

The HAVOC Twilight Series 2025 No.3 in Brentwood is a mid-week street orienteering score event and is the third event in the HAVOC Mid-Week Twilight League. The format is a spiral score course based mainly on streets, with the possibility of controls in nearby parks and woods. There is one course w..

Kent Downs 50 Challenge is an Ultra Challenge event based at the Kent Showground, Maidstone, in the Garden of England. The main 50 km loop (about 1000 m elevation) loops anticlockwise around the Kent Downs, starting on the North Downs Way to Blue Bell Hill, passing Aylesford, then following the Rive..

Cowdray Autumn Trail Run returns to the Cowdray Estate near Midhurst, West Sussex, on 11 October 2025. The event offers three distances: 5km, 10km and 10 miles, with race HQ at Cowdray Farm Shop & Café (parking there). Most of the routes are on bridleways, footpaths, the Serpent Trail or Sussex Diam..

The Run the Wild Half Marathon is a guided trail event based in the Chiltern Hills, starting from The Home Office in Tring. The route covers around 13 miles (about 21 km) with approximately 300 m of ascent. The course runs over undulating chalk hills and through local woods. Runners are led by loca..

The Cowdray 'Run the Seasons' Spring Trail Run takes place at Cowdray on Saturday 11 April 2026. It is a trail running event held on Heyshott and Ambersham Common and is one of the seasonal Cowdray Run the Seasons events. 5 km 10 km 10 mile Online entry is listed as open. The event is presented..

Endurancelife Suffolk takes place in Dunwich, Suffolk, offering four distances: 6.1 miles (10K), 13.5 miles (half marathon), 26.7 miles (marathon) and 32.7 miles (ultra). The courses are described as extremely flat by Endurancelife standards, making them fast and potentially a series favourite. The..

The Essex AA Cross Country Relays will take place on Saturday 11 October 2025 at Hylands Park, Chelmsford, CM2 8FS. The event is hosted by Billericay Striders and follows the 2024 format for 2025. Race formats include: U13/15/17 Girls - 3 legs of 3 km (1 lap) U13/15/17 Boys - 3 legs of 3 km (1 lap..

The event takes place on Saturday 11 October 2025 at Box Hill Trail, Tadworth KT20 7LB (Event location: The Old Fort, Box Hill Road). The races are trail format with mapped courses for each distance. Route maps for the 21k and 50k are provided. 50k (trail, elevation 1364 m, cut-off 11 hours) 21k (..

This is a backyard ultramarathon in which participants run a repeated loop. Each loop is 4.167 miles (6.7 km). Runners must start each loop precisely on the hour and must complete the loop within that hour to continue. If a runner fails to complete a loop in time or does not start the next loop, th..

The ATW Holdenby House Trail & Canicross event takes place on the historic 2,000-acre Holdenby Estate in Northamptonshire, featuring a scenic 5.4 km traffic-free trail through estate grounds and surrounding farmland. Participants can choose from 5k, 10k, or half marathon distances, with laps corresp..

The Frieth Hilly 5km & 10km is a challenging mixed-terrain running event held in the scenic Chiltern Hills near Frieth, between Marlow and Henley-on-Thames, about 35 miles from central London. The race features winding woodland paths and country roads, offering stunning views throughout the course...

Southend Pier Marathon takes place in Southend-on-Sea on the world’s longest pleasure pier. The event is described as a full marathon run on the sea, with the pier measuring about 1.34 miles and runners completing multiple laps to reach marathon distance on an open pier. The race is limited to 100 p..

The Ridgeway Run is a challenging 15-kilometre (9.3 miles) trail race organized by Tring Running Club, featuring scenic routes mainly on footpaths and bridleways with stunning views of the Chilterns. The course starts near Tring, ascends through the Ashridge Estate past the Bridgewater Monument, fol..

The Aliens V's Trail Runners Daylight Trail will take place in Tangham on Sunday 12 October 2025. You can run between 21 and 42 kilometers.

Buckingham 10k is a charity running event in Buckingham Town Centre. The 10km multi-terrain route, organized by Run for the Sky, starts in the town centre and winds through Stowe Avenue, Stowe National Trust Gardens and farmland, offering a small-town atmosphere that blends urban and countryside sce..

South Downs Way Ultra Run is a 30-mile trail event in West Sussex, starting and finishing on Harting Down. The route highlights the best of the South Downs Way, including Beacon Hill, Cocking Down and Kingley Vale, with sections through ancient woodland and nature reserves as it reaches toward the s..

West Acre Wild 10k Challenge is an off-road 10-kilometre race set in Westacre, Norfolk. The course winds through undulating bridle paths and woodland tracks, with a short paved section at the start and surfaces that can be wet or muddy after rain. Optional obstacles add variety, and the route finish..

The North Chilterns 50K is a trail ultra held from Putteridge Bury Country House. The 4th edition takes place on Sunday 12th October 2025. The course distance is 50 km with approximately 798 m of elevation gain. The event is limited to 250 runners, has a 9-hour time limit, and requires participants..

The Marlow Donkey is a challenge event on Sunday 12 October 2025, organised by LDWA - Thames Valley and based at Liston Hall, Chapel Street, Marlow, Bucks SL7 1DD. The routes run in the Chiltern Hills with a new figure-of-eight route centred on Lane End. The aim is to complete, on foot, a route of..

The Titsey Trail 10k is an annual off-road race organised by Oxted Runners. The next edition is scheduled for Sunday 12 October 2025. The race distance is 10k. Entries are managed by Nice Work Race Management. The event is held under an ARC licence (ARC/25/0505). On-the-day entry, subject to availa..