Trail Running calendar near East Grinstead 2026-2027

Celebrate the holiday season with a scenic trail run through Wendover Woods in the heart of the Chiltern Hills. Choose from three different distances with medals and festive treats for all finishers in this December event.

Celebrate Christmas Eve with the Die Hard Christmas races around scenic Caldecotte Lake in Milton Keynes, with marathon and half marathon options. Enjoy lakeside laps, friendly race support and a bespoke finisher medal.

Celebrate Christmas Day with a flexible 7 hour time challenge along the scenic River Thames in Egham. Run any distance from 3km to an ultra marathon and enjoy a unique themed aid station and finishers medal.

Experience a scenic 10 km trail run through the vineyards of the Rathfinny Wine Estate. Support a local cancer charity while enjoying hilly routes and beautiful views of the South Downs National Park.

Winter X is a mid-winter trail-running event in the Meon Valley offering 10, 30, 50 and 70 km on marked public trails with checkpoints and post-event food. Entries for 2025 are closed; a provisional date for 2026 is 28 December 2026.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

Experience a historic trail race at Box Hill featuring significant elevation and panoramic views of the North Downs. This event offers a 10 km course on rough tracks with dedicated categories for men, women, and children.

Experience a winter trail adventure at the Penshurst Village Cross Country Run. Participants can choose between a standard five mile cross country course or a five mile cani cross run through scenic local landscapes.

Experience an iconic 43 mile ultra marathon journeying from the Buckinghamshire countryside to the heart of London. This season opener features scenic trails and historic canal paths with full GPS tracking and checkpoint support.

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Experience the Hampshire countryside with a trail run starting from Sparsholt College. Choose between two distances featuring scenic views of Farley Mount and receive a finisher medal and goodies at the finish line.

A 15 mile multi-terrain trail run at Hadleigh Country Park featuring muddy, undulating sections and elevated Thames Estuary views. Route maps and GPX files are available and the event operates a cupless water policy.

Experience a rewarding trail race through the private grounds of Ashdown Forest with 1568 feet of elevation. Choose between 5 or 10 miles of hard packed trails featuring steep climbs and panoramic views across The Downs.

The Hibernal Hills 50 mile is a season-opening ultra on a 53-mile loop from Queen Elizabeth Country Park. With 6400 ft of climb on 99% trail, it's a UTMB Index race requiring a marathon qualifier. Runners are supported by six aid stations a..

Discover scenic forest trails at the Bedgebury Forest 10 and 5 Mile in Kent. This undulating multi terrain event features distances for adults and a junior run under majestic pine trees.

Experience two distinct half marathons along the Hampshire coast over one weekend. Run the muddy trails of Langstone Harbour or the flat promenades of Southsea, with the option to complete both for a special bonus medal.

Celebrate nine years of running on the historic Flitch Way with various distances from 5km to a 6 hour challenge. Choose your direction on this flexible lapped course and select your favorite bespoke medal.

Experience a fully signed 50k trail ultra along the scenic North Downs Way and ancient woodlands of Norbury Park. Starting near Dorking this accessible route features four well stocked checkpoints and a finisher medal.

Follow a historic 42 mile pilgrimage route through the scenic Essex countryside to an ancient coastal chapel. This challenging trail ultra features varied terrain and requires self navigation through rolling rural landscapes.

Celebrate International Women’s Day with an all female trail run at the beautiful Culden Faw Estate. Choose from three distances featuring rolling hills and woodland paths in an inclusive environment.