Trail Running calendar near Chelmsford 2025-2026

Join the Windsor Trail Run on Sunday 8 November 2026 in Alexandra Gardens, Windsor for 10K and half marathon off road routes through royal Berkshire. Chip timed races, friendly marshals, an event village and tasty post race goodies await.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, tackling scenic hills with a group pause for the view. Sessions run at about 6 min per km and take place as sunset or torchlit night runs, with headtorch and shoe trials..

Guided 30 miles trail run from Haslemere across ancient woodland, rare heath and valleys with views to the South Downs. Led by an experienced ultra coach, this non competitive group run mixes challenge with spectacular scenery.

Join a guided trail run on Box Hill near Dorking, tackling 12.5 miles and roughly 1000 m of ascent through woodland, heath and open fields. Expect technical sections, some scrambling and a supportive group pace for experienced trail runners..

Take on Winter Ultra, an 80 mile winter route through Essex, Suffolk and Norfolk with an indoor start and finish for the first running. Entry is limited to just 50 runners, so grab your spot early.