Trail Running calendar near Chipping 2025-2026

The Chiltern Hills 100K is a scenic, challenging ultra around the Ridgeway, visiting Ivinghoe Beacon and Ashridge. Limited to 250 runners and UTMB World Series index race, this May event has rugged trails, great support and a Chesham finish..

Join a friendly, inclusive weekend of trail running and festival fun at scenic Deene Park near Corby on May 9 and 10 2026. Pick from short loops, an evening 10k, a hilly half marathon or the full challenge, with medals for all finishers.

Test your limits at Brighton Backyard Ultra in Stanmer Park where runners tackle a 6.7 km loop each hour until a solo lap crowns the winner. A friendly but fierce endurance event in beautiful parkland with basic on site facilities.

Halstead & Essex Marathon offers an annual road race on scenic low traffic roads through rolling hills, woods and farmland. Run by Halstead Road Runners as they mark their 40th year, it blends competitive spirit with a friendly club vibe.

The Zig Zag Marathon and Half Marathon take place at the Suffolk Running Centre in Bury St Edmunds, UK. The marathon follows the officially measured, scenic Kirtling Route, which is fully on road and mildly undulating, while the half marath..

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Shires and Spires is a friendly multi distance loop from Naseby Village Hall offering races from 10 km to a 35 mile ultra across scenic trails and country roads. Routes alternate each year and GPS files plus live tracking guide runners.

Take on the Midhurst Milers Cocking 10k Trail, a scenic but challenging 10k across the South Downs with a steady climb and a fast downhill finish. Licensed and chip timed with medals, prizes and a lively race village.

Join the Oliver Fisher 10k, 5k and junior run at Milton Creek Country Park for a scenic off road race supporting the Oliver Fisher Special Care Baby Trust. Enjoy park views, medals and fundraising for the neonatal unit.

Tackle the scenic and challenging North Downs Way 50, a 50 mile trail run from Farnham to Knockholt Pound on 16 May 2026. Expect rolling hills, great trail views, well stocked aid stations and a friendly Centurion Running race atmosphere.

Run the scenic Berkshire Downs at the Compton Downland Challenge on 16 May 2026, with 26.8 mile or 16 mile trail options along the ancient Ridgeway. Expect climbs, muddy paths, aid stations, chip timing and a hearty post race BBQ.

Five Rivers Ultra is a scenic point to point ultramarathon circumnavigating five coastal estuaries between Suffolk and Essex and finishing in Harwich. Choose 100 mile, 50 mile or 50 km routes mostly on grass and trail with GPX navigation an..

The Reigate Priory Park 10K is a scenic charity fun run held in Priory Park, Reigate, Surrey. The course features a 250-meter start plus four laps on an accurately measured, gently undulating cross-country terrain surrounded by lush greener..

Grim Reaper Running Festival at Grimsthorpe Castle Estate on 23 and 24 May 2026 features races from 10 to 100 miles and a 100 mile team relay. Camp on site and run a scenic 10 mile loop through ancient woodland and lakeside trails.

The Fox is a scenic trail run in the Surrey countryside on Saturday 23 May 2026, offering 20K, 41K and 62K races for all abilities. All races finish at Burys Field, Godalming, with marked courses and stocked aid stations.

Farmmageddon is an endurance weekend at Hyde Hall Farm offering looped trail racing on a scenic 5.3 km course. Choose from timed challenges up to a 100 mile two day event with buckle and medal rewards for finishers.

Join a scenic 26.2 mile marathon in Richmond Park over three laps of the Tamsin Trail and park perimeter. A 3 mile kids challenge follows, with on course drink stations and medical support for a safe, memorable morning.

The Castle Trails 30km is a scenic point-to-point trail race in Kent, launching in 2026 as part of the Three Castles 50km Ultra weekend. Starting at Little Fant Farm near Maidstone and finishing in Tonbridge, the course follows the River Me..

The Three Castles 50km Ultra Marathon is a scenic race held in Kent, England, starting in Rochester and finishing at Tonbridge athletics track. The flat course follows the River Medway, passing three medieval castles, charming villages, and..

Beat The Sunset 50KM is a flat, single lap ultramarathon along the Thames Path and Jubilee River near Maidenhead, mostly off road with four aid stations. Enjoy a scenic late afternoon run with chip timing, mementoes and live tracking.