Trail Running calendar near Hertfordshire 2025-2026

Race through the rolling vineyards at Rathfinny Wine Estate on scenic, undulating off road trails with 10.7 km single loop or 21.4 km two laps. Enjoy aid stations, eco friendly practices and a relaxed Tasting Room finish.

Run the scenic 50 mile point to point North Downs Way from Farnham to Knockholt Pound on 16 May 2026. About 5,600 ft of climb, iconic climbs like Box Hill and fully stocked aid stations make for a rewarding supported endurance challenge.

Five Rivers Ultra is a point to point coastal trail along the Suffolk and Essex coast on 16 to 17 May 2026 with 100 miles, 50 miles and 50 km options. Enjoy sweeping estuary views, GPX navigation and hearty checkpoint support.

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.

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..

London 2 Brighton : event overview The London 2 Brighton Ultra Challenge takes place on 23-24 May 2026. The main continuous route runs from Richmond, West London, to Brighton Racecourse. The event uses trails over the North Downs and South..

Run 50 km along the South Downs Way from Falmer to Beachy Head across rolling chalk downs, farm tracks and woods. Mostly runnable with 3,600 ft ascent, it finishes dramatically on the white cliffs for stunning coastal views.

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.

Join the Grim Reaper Running Festival at Grimsthorpe Castle Estate in late May for races from 10 miles to 100 miles across scenic estate trails and ancient woodland. Camping on Friday and Saturday is included, and all finishers get a medal.

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.

Tackle the stunning Seven Sisters Half Marathon on the South Downs, a 13.5 mile single loop that crests the iconic cliffs, crosses Beachy Head and winds through Friston Forest. Expect rolling hills, mostly runnable trail and unforgettable c..

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.

Take on the Ridgeway Challenge, an 86 mile point to point trail race along Britain’s ancient Ridgeway from Ivinghoe Beacon to Avebury. Tackle the full route in 28 hours for a true long distance test across rolling chalk downland and prehist..

The Circuit du Sore Legs is an annual running event held at Wodson Park Sports and Leisure Centre in Ware, Hertfordshire. Now in its sixth year, it offers a unique challenge of completing various distances on a 400-meter athletics track, in..

Run the scenic Southampton Common, winding through woodland, ponds and parkland with half marathon, 10K, 5K and junior races. Enjoy marshalled routes, a lively event village with food and partner stalls and optional event T shirt.

Join a guided trail half marathon through the scenic Surrey Hills, starting and finishing in Guildford with climbs past St Martha's Hill and stretches of the North Downs Way. Run as a friendly group not a race, led by an experienced ultra r..

Join the Griffin Challenge at Braybrooke Taproom on 3 June 2026, a six hour looped event on the Griffin Trail where runners, walkers and hikers do as many laps as they like. Celebrate after with coffee, pastries and a cold beer.