Trail Running calendar near Gerrards Cross 2026-2027

Run through beautiful West Sussex vineyards on an off road lap course with distances ranging from 5 km to a half marathon followed by wine and cake.

Experience a beautiful 10km off-road trail run through the Wiltshire countryside and Barbury Castle. Enjoy a marshalled route along the Ridgeway followed by a BBQ and drinks to support the local Air Ambulance.

Join the first race of the ELVIS 2026 series in Dagenham. This five mile multi terrain event features a three lap course through the scenic Eastbrookend Country Park with on site facilities and chip timing.

An evening event at Chelmsford Brew Co offering a GPX/Strava 10 km trail run or a relaxed hike, with entry including a drink, crisps and a finisher's medal; under 18s are not permitted.

A new orienteering race in Canterbury featuring 5 mile and 5k courses through historic landmarks. Designed as a running event with easy navigation, it offers live results, prizes, and additional weekend races.

Test your endurance at Hyde Hall Farm with a variety of trail challenges ranging from 10k to a 100 mile ultra. Enjoy a scenic 5.3 km loop with full support including an aid station and on site parking.

This 50 km point to point trail race follows the South Downs Way from Falmer to Eastbourne. Experience a scenic route through the National Park finishing over the iconic white cliffs of Beachy Head.

Traverse the North and South Downs on a scenic journey from London to the Brighton coast. This supported event offers multiple distances from 25km to 100km for walkers, joggers, and runners alike.

Experience a trail running event through the picturesque Surrey countryside with distances of 20 km, 41 km, and 62 km. Enjoy a fully marked course ending at a central event village in Godalming with full support.

Experience a scenic 13.5 mile trail loop through the South Downs National Park including the coastal Seven Sisters and Beachy Head. This runnable course features 2,000 feet of elevation with professional timing and support.

Experience a 100 mile journey through Kent and Sussex on this flagship LDWA walking event. Celebrate 100 years of Winnie the Pooh while traversing 11250 feet of ascent across the North Downs and Ashdown Forest.

Experience the twilight beauty of Ardingly Reservoir during this sunset run in West Sussex. Choose between a 5km or 10km distance on a scenic undulating trail and enjoy a timed midsummer evening event with finishers medals.

Experience a scenic 26.2 mile marathon consisting of three laps through the historic Richmond Park. Enjoy well supported trail running with regular drink stations and a festive atmosphere near Sheen Gate.

Experience the greenest borough of London with a 50K ultra or 25K trail run through Ealing. Navigate scenic canal paths and parks on this mixed terrain course featuring live tracking and aid station support.

Run a flexible distance along Winchester's scenic Itchen Way. Choose your laps from 2.62 miles up to an ultra within a 7-hour window, with a famous aid station and a finisher's medal for all.

A chip timed *10k* trail run on 24 May 2026 that starts and finishes at Bredon Cricket Club. The marshalled route climbs to the 299 m summit of Bredon Hill and all finishers receive a medal.

Event Overview The Blackwater Trail Events include a half marathon and a marathon on a new marathon course for 2026. The event uses a flexible entry fee structure where participants can choose to pay for extras like a medal or not. Course a..

Experience a trail run along the River Thames starting from Marlow Rugby Club. Cross the famous Marlow Bridge and celebrate at the finish with a custom medal and a Rebellion Brewery beer or soft drink.

A timed Friday event on a flat 5.3 km out-and-back course along the river Thames, with lap-based distances from 5 km to ultra and a £10 Run for a Tenner entry benefiting Rays of Sunshine.

Test your endurance at this 50km multi terrain ultramarathon in Maidenhead. Complete the signed course before the official end of daylight to earn your finishers medal and mementoes.