Trail Running calendar near Buckhurst Hill 2026-2027

Take on the Greenway Challenge on 10 May 2026 in Letchworth Garden City, a scenic self guided 13 mile loop around the Garden City Greenway. Enjoy a wooden finisher medal, post run treats and help raise funds for GRIT.

Enjoy scenic trail races across the South Downs around Cocking, with 20k and 10k senior options plus junior 3k and 5k races. Chip timing, medals and a lively race village make this a friendly, well marshalled day out for runners of all ages..

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.

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Five Rivers Ultra is a scenic point to point coastal ultramarathon in North Essex and South Suffolk offering 100 miles, 50 miles and 50 km routes with sweeping estuary views. Flat and fast underfoot, it finishes in Harwich.

Run 50 miles along the scenic North Downs Way from Farnham to Knockholt Pound on 16 May 2026. Expect rolling chalk trails, big views, well stocked aid stations and a 13 hour cut off for a classic spring ultra.

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

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.

Take on the Reigate Priory Park 10K on 17 May 2026, a measured four lap cross country route through scenic Priory Park. Open to ages 15 and over, this England Athletics affiliated race supports Sport In Mind and offers medals and trophies.

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.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

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.

Take on 18 miles of scenic Suffolk countryside from Nowton Park to Clare Castle Country Park, running or walking at your own pace. With a friendly atmosphere, medal for all finishers and support for St Nicholas Hospice, this is a challenge..

Discover historic Canterbury over a weekend of urban orienteering, from a Friday prologue to a Saturday city race through the UNESCO cathedral quarter and cobbled streets, plus campus sprints on Sunday. Fast, scenic and for all levels.

Explore Canterbury's historic centre in a time trial orienteering, with 5 mile and 5k courses past King's School, Westgate Gardens and St Augustine's Abbey. Fastest time wins and finish is at Canterbury Christ Church University.

Run the South Downs 50k, a scenic point to point trail from Falmer to Eastbourne finishing beneath the white cliffs of Beachy Head. Expect about 3500 feet of climb, four aid stations and live GPS tracking.

Run the London to Brighton Ultra Challenge, a scenic trail across the North and South Downs with distances from 100 km to 10 km. Pick a single day or relaxed two day route with rest stops, camping and full support along the way.

The Fox invites trail runners to Surrey on 23 May 2026 with 20K, 41K and 62K routes starting from local villages. Courses are well marked with regular aid stations and a shared finish in Godalming.