Trail Running Calendar South East (England) 2025-2026

Take in dramatic coastal views on the Seven Sisters Half Marathon, a 13.5 mile trail loop from Helen Garden along the South Downs Way past Friston Forest and Beachy Head. Expect rewarding climbs, great scenery and a bespoke finisher medal.

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.

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..

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 around Guildford, passing St Martha's Hill, the North Downs Way and picturesque villages like Shere. This friendly group run is led by an experienced trail guide and suits runners who can hold about a 10 mi..

Event overview The event takes place on Friday, 05 June 2026 as a 7 hour timed challenge. Participants may run any distance they choose within the time limit. The minimum distance to be an official finisher is 3 km. The normal lap length is..

The The Dell 10km will take place in Hampshire on Monday 8 June 2026. You can run 10 kilometers.

Run the South Downs Way 100, a non stop 100 mile trail from Winchester to Eastbourne with rolling hills, ancient forts and coastal views. Experience a classic ultra that tests endurance across iconic southern landscapes.

Run the scenic Bewl Water trails around the reservoir in Lamberhurst, Kent, on off road woodland paths and quiet country lanes with lake views. Distances from 10 km to marathon and 50 km ultra make it ideal for every trail runner.

Run 50 km along the chalk ridgeline of the South Downs National Park from Matterley Bowl to Queen Elizabeth Country Park on 13 June 2026. Expect scenic trails, strong on course support and a tough but hugely rewarding challenge.

Event overview The Hampshire Hoppit is a trail running event held on Sunday 14 June 2026. Races start and finish at Watership Down on the Hampshire/Berkshire border. The event offers the following distances: Marathon Half marathon 10K Eac..

YHA 14 mile trail run The event is scheduled for 14 June 2026 and covers 14 miles on trail. The race holds TRA permit 7715. The course begins with a climb and includes sections that can be slippery, with muddy puddles and chalk descents. Co..

Run a scenic point to point trail through Buckinghamshire, Bedfordshire and Northamptonshire with a 50 mile ultra or a marathon, both finishing at Marlow Park, Grafham Water. Waymarked routes, aid stations and medals for all finishers.

The Centaur 100 Mile Ultra, hosted by Phoenix Running, is a unique 100-mile trail running event held at Denbies Wine Estate in Dorking, Surrey. Designed for both seasoned ultra runners and first-timers, the race features a flat-ish, single..

The Phoenix Denbies Marathon & Half Marathon, held at Denbies Wine Estate in Dorking, Surrey, offers a unique off-road trail running experience on a flat-ish 1-mile loop with slight inclines. Scheduled for June 2026, the event features flex..

Race to the King is Threshold Trail Series’ king-sized ultramarathon along the South Downs Way and Monarch’s Way. On 20 June 2026 at West Dean Gardens, runners can choose from four distances: Monarch’s Loop 30km, Coastal 50km, Castle 50km,..

Event overview P24 - The Longest Attended Day is scheduled for Saturday 20 June 2026 at Denbies Wine Estate in Dorking, Surrey (RH5 6AA). The format requires participants to run 1 mile at the same time each hour, repeated 24 times across 24..

Solstice at the Lakes is a timed trail running event held at Leybourne Lakes Country Park in Kent, featuring 6-hour, 12-hour, and 24-hour race options. Participants can compete solo or in teams (pairs or up to four runners) on a flat, fast,..

The Midsummer Munro will take place in Walton on the Hill on Sunday 21 June 2026. You can run 13 miles.