Trail Running calendar near Brentwood 2025-2026

The Ale Trail 15 mile run is a pub-led trail race in Alfriston, East Sussex, starting from the Ye Olde Smugglers Inne beer garden. The 15-mile course has a 4hr30min cut-off and pub checkpoints at The Hampden Arms and The Ram Inn, where runners log arrival and receive a beer token and snacks before c..

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Participants choose their distance on a flat, signed course along r..

Thames Path 100® is a 100-mile point-to-point trail race by Centurion Running, from Richmond in London to the grounds of Oxford University. The route follows the Thames Path with a flat, fast profile on groomed paths, trails and paved sections, and about 1,900 feet (560 m) of climb, offering varied..

The Greensand Way Ultra Run is a guided, group trail run taking place on Saturday 2 May 2026 in Guildford, Surrey. The route covers 30 miles and the advertised cost is £45 per person. The event is presented as suitable for first-time ultra runners; participants are advised to have run at least 22 m..

Box Hill Vertical KM is a guided trail run held around Box Hill near Dorking, Surrey. The course covers about 12.5 miles with around 1000m of elevation, designed to rack up significant height in a compact distance. It traverses woodland, heathland and open fields, with hills that are technical enoug..

Rapid Relays is a dynamic running event held at the scenic Culden Faw Estate in Fawley, near Henley on Thames, Oxfordshire. The race features a woodland trail course on estate tracks with gently undulating terrain, including a notable climb before 3 kilometers followed by a long downhill stretch bac..

Three Forts Challenge is a trail-running event based at Lancing Manor Leisure Centre in West Sussex. It offers three races: a Full Marathon (27.2 miles) starting and finishing at Lancing Manor, with steep climbs, stiles and rough tracks, passing Chanctonbury Ring and Cissbury Ring for panoramic coun..

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a 6-mile walk featuring a river boat crossing. The event is l..

Run to the Sea Brighton is a 50 km ultramarathon on a multi-terrain point-to-point course from Horsham's Christ's Hospital to Hove Lawns, Brighton. The route blends trails, rolling downs, and a coastal promenade, offering scenic views of the South Downs and sea. The event is described as stunning, w..

Chiltern Hills 100K is a TRA-licensed 100-kilometre ultramarathon organized by Runaway Racing. The next edition takes place in May 2026, starting and finishing in Chesham, Buckinghamshire, with the event base at Chesham Guides HQ in Lowndes Park. The anticlockwise route traces beloved Chilterns trai..

Shires and Spires is a five-distance multi-terrain running event based in Naseby, Northamptonshire, starting and finishing at Naseby Village Hall. It offers 10K road, half marathon, three-quarter marathon, marathon, and a 35-mile ultra. The route blends trails, footpaths, and roads, showcasing the N..

The Halstead & Essex Marathon, established in 1995, is an annual running event held in North Essex, starting at Halstead Leisure Centre. Celebrating its 30th year in 2026, the marathon features a scenic course on low-traffic roads through rolling hills, woods, and farmlands, offering a picturesque a..

The Oliver Fisher 10k & 5k is scheduled for 10/05/2026 at Milton Creek Country Park in Sittingbourne, Kent. The event offers three race options: 10k 5k Junior Run The course is off-road on stone trail and follows the route used in 2025. The race raises funds for The Oliver Fisher Special Care..

The Rathfinny Run takes place at The Tasting Room, Rathfinny Wine Estate in Alfriston, Polegate (BN26 5TU) on 10 May 2026. The event is organised by 3WordRuns and is the third running of the race at this venue. There are two distance options: 10.7 km Half marathon (21.4 km) The event offers 30 fr..

The Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marathon uses the Windmill Route, both consisting of single loops...

Five Rivers Ultra is a point-to-point ultramarathon organized by Coastal Trail Runners, finishing in Harwich, Suffolk. It offers three distances — 100 miles, 50 miles and 50 km — that traverse the North Essex and South Suffolk coastline and link sections of well-known long-distance footpaths. The ro..

North Downs Way 50 is a 50-mile point-to-point ultramarathon along the North Downs Way National Trail, from Farnham, Surrey to Knockholt Pound on the outskirts of Greater London. With about 5,600 feet of elevation gain, the mostly off-road route traverses iconic chalk downs, including Box Hill, and..

The Compton Downland Challenge is organised by Compton Harriers Running Club and is scheduled for Saturday, 16 May 2026. The event offers two multi-terrain race options that start and finish at Compton village recreation ground (Burrell Road, Compton, Berks, RG20 6NP). Both routes loop across the B..

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greenery. Suitable for runners of all levels, the event fosters a f..

Farmmageddon is an endurance running event held at Hyde Hall Farm, Buntingford (SG9 0RU), returning for its second year in May 2026. The main challenge is a 100-mile race completed over 32 hours, featuring a 5.3 km loop course that includes trail, grassland, and some tarmac paths. The event offers m..