Trail Running calendar near Brighton 2026-2027

Run one or two loops through the undulating vineyards of Rathfinny Wine Estate on a carbon neutral trail event that supports the WOLO Foundation and awards recycled slate medals to finishers.

Trail races of 20 km, 10 km and junior 3 km and 5 km run from Cocking Hilltop across the South Downs, with climbs, scenic views and marshalled, waymarked courses under Trail Running Association licence.

Run the Chilterns 30, a scenic 30 km trail around Tring with rolling hills and about 500 m of ascent through woods and ridgelines. Limited to 50 places, the well supported event includes guides, checkpoints and a finisher medal.

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Enjoy a scenic one lap 10k through bluebell woods, undulating hills and open common in Surrey at Hampton Estate and Puttenham Common. Chip timed with bespoke 2026 medals, a friendly finish village and superb views.

A 50 mile point to point trail run along the North Downs Way from Farnham to Knockholt Pound, with 5,600 ft of ascent, six aid stations and a 13 hour cut off. Pacers and crews are not permitted and finishers receive a medal.

Compton Harriers stage the Compton Downland Challenge on 16 May 2026 with a multi-terrain full marathon (26.8 miles) and a 16 mile route across the Berkshire Downs. The event includes aid stations, a seven hour limit and a hand-thrown finis..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

A measured 10 km cross country run in Priory Park, Reigate on 17 May 2026 with a 250 metre section plus four laps, water stations, first aid and registration on the day. Trophies and a bespoke medal are awarded and the event supports Sport..

Run the scenic loop at Hurtwood Park Polo Club in Cranleigh, Surrey with distances from 5 km to ultra on mostly flat off road trails. Multi lap format and a seven hour time limit suit all paces and every finisher gets a memento.

Stort10 '26 at Cammas Hall Farm on 17 May 2026 offers scenic 10 and 5 mile off road loops through farm tracks and woodland with a friendly low key vibe. Finishers get a medal and a premium T shirt or a tree planted in their name.

The The Newchurch Nine will take place in Newchurch on Sunday 17 May 2026. You can run between 5 and 9 kilometers.

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 three day urban orienteering weekend in Canterbury from 22 to 24 May 2026 featuring a Friday prologue, a city race through historic streets, and sprint races on the University of Kent campus.

City-centre orienteering in Canterbury offering 5k and 5 mile individual time trial races with maps and basic navigation guidance, live results, prizes and on-site refreshments.

Four point to point races across the South Downs National Park on 23 May 2026, with mainly runnable, non-technical trails and a finish at Beachy Head in Eastbourne. Courses are fully marked and supported with regular aid stations.

A multi-distance trail event from Richmond upon Thames to Brighton on 23 to 24 May 2026. Distances include 100 km, 50 km, 25 km and 10 km with marquee rest stops, medical support, GPS tracking and optional camping.

A Surrey trail running event on 23 May 2026 offering 20K, 41K and 62K routes that all finish at Burys Field, Godalming, with marked courses, regular aid stations and an 11 hour cutoff policy.

A single loop trail race in the South Downs National Park starting and finishing in Eastbourne. The 13.5 mile course follows the South Downs Way via Friston Forest, the Seven Sisters and Beachy Head with 2,000 feet of elevation.

A 26.2 mile trail marathon in Richmond Park with three laps starting and finishing near Sheen Gate. The route follows the Tamsin Trail and inner park paths and features drink stations, chip timing and signposted routes.