Trail Running calendar near Brentwood 2025-2026

The Windsor Trail Run takes place on Sunday 25 January 2026 at Alexandra Gardens, Alma Road, Windsor SL4 3HU. The event is staged near Windsor Castle and runs on flat trail terrain through the gardens. Entry fees listed range from £30 to £160 depending on the selected option. The event offers chip-..

The Ashdown Forest 10 & 5 Mile Series is the second race in a two-race, eco-friendly trail series held at Pippingford Park in Ashdown Forest. The race follows hard packed trails and paths with hilly sections. The event continued after an inaugural running in 2024 under the previous name "T..

The Longbridge 100 Backyard Ultra is a last-man/woman-standing race staged at Longbridge Farm Barns near Litlington in Alfriston, England. Each loop is 4.2 miles and begins on the hour, with competitors required to be inside the corral when the bell rings, continuing until only one runner remains ab..

G3 Series – G3 no.2 is a running event held at a field off Hound House Road, Surrey GU5 9JG. Runners can choose between 10km and 15km distances, with the start line and car park clearly signposted by flags and signs. Entry remains open until 29 January 2026. A notable feature is the bundled discount..

The Peddars Way Ultra Marathon is a 48-mile ultramarathon held in Suffolk and Norfolk, England. The route follows the historic Peddars Way, an ancient pre-Roman trading path and Roman road, starting at Knettishall Heath Nature Reserve and finishing at Holme-next-the-Sea on the Norfolk Coast. The cou..

Lavenham 10K Race, the Lavenham Old Railway 10k Trail Race, takes place in Lavenham, Suffolk. The scenic 10-kilometre mixed-terrain route runs along a former railway line through the village’s historic streets, with sections on footpaths, forest trails, shallow streams and quiet rural roads. It’s de..

The event is a trail race at Bedgebury National Pinetum & Forest in Goudhurst, Kent. The next scheduled race is on 1 February 2026. The course runs on multi-terrain, undulating forest trails among the pine trees and includes options for adults and juniors. Route maps and GPX files are available..

Devil's Punchbowl 10km is a guided trail run around the Punchbowl in Hindhead, Surrey. The 10km route follows scenic trails with several hills, run at a group pace rather than a race. It suits those new to trail running or who prefer running with others, especially at dusk or night.Top views are pau..

Squirrel Challenge takes place at Daventry Country Park, NN11 2JB, Welton Road, UK. It’s a sociable, six-hour trail event for runners and walkers of all abilities to move at their own pace. The course is a 3.3-mile off-road loop (mostly crushed stone) that you can repeat as many times as you wish wi..

The Pilgrim Challenge is a one- or two-day ultra along the North Downs Way based from Sandy Farm Business Park, Farnham GU10 1PX. Distances offered: 33 miles (one day) 66 miles (two days) The two-day option has total ascent gain of 2374 m. The route follows the waymarked North Downs National Trai..

The Hibernal Hills event is a season-opening, single-loop trail event starting and finishing at Queen Elizabeth Country Park, Horndean, Hampshire. Distances offered include: 50 miles 50 km 20 miles The route is mostly trail with some longer hills and an overall ascent and descent of about 6,400 f..

The Cold Norton Charity Winter 10K & Half Marathon Trail Event is a winter charity trail run in Essex, raising funds for Farleigh Hospice. Held at Charity Farm, Crows Lane, Woodham Ferrers, it offers 10K and 13.1-mile routes run mainly on grass, tracks and rural paths around Woodham Ferrers. The cou..

The 'Rayne'ing Medals Anniversary Challenge is a running event celebrating six years of Hare & Tortoise Running, taking place on The Flitch Way in Rayne. Participants can choose from five entry options, including a marathon, 6-hour timed event, 5km, 10km, and half marathon. The course features 5km l..

Winter Trail Run is the fourth edition of the Trail Run at Gatton Park, near Redhill/Reigate, RH2 0TW. The event offers a 5K multi-terrain loop around the scenic Gatton Park and you can choose to run one or two loops for 5K or 10K. The atmosphere is friendly and social, with a dedicated Canicross ev..

BigMud Trails (EARTH) is the first event in the Classic Element Trail Series, celebrating the element of Earth. Set in the scenic Meon Valley at Queen Elizabeth Country Park, participants can choose between a 16-mile or marathon distance, both featuring challenging single-lap courses with significan..

The Hadleigh Legacy 10k is scheduled for 22/02/2026 at Hadleigh Country Park, Chapel Lane, Hadleigh, Essex SS7 2PP. The event is an off-road 10k trail race on undulating terrain. On-the-day entries are listed at £30 for the 10k. Included for entrants are a bespoke medal, free photographs, and troph..

Zig Zag’s Thetford Festival of Running takes place at High Lodge in Thetford Forest, Brandon (IP27 0AF). Runners choose from 5k, 10k, half marathon, full marathon or ultra, all on a largely flat loop through the forest with a small section of trails and woodland (final route to be confirmed). The ev..

St Peters Way Ultra is a 42-mile trail ultramarathon that runs along the St Peter’s Way from Chipping Ongar to the Chapel of St Peter-on-the-Wall at Bradwell-on-Sea, Essex. The route follows an ancient pilgrimage path through historic countryside, with sections of muddy trails, fields, and bridleway..

North Downs Ridge 50k Ultra, organized by Freedom Racing, runs along the North Downs Way from Denbies Wine Estate near Dorking to Guildford and back, incorporating a Surrey Wildlife Trust reserve at Norbury Park. The 50-kilometer trail ultramarathon features about 2,986 feet of ascent, fully signed..

Thursley Common 10km is an evening trail run hosted by Running Adventures in Thursley, Surrey. The 10km route weaves through the Thursley National Nature Reserve, a 325-hectare expanse of heathland, peat bogs, pine and deciduous woodlands, and habitats for dragonflies and a variety of birds. This is..