Trail Running calendar near Rayleigh 2025-2026

We have found 291 Trailruns within 80 miles of Rayleigh. See below where and when you can find the races.

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.

Beat The Sunset 50km in Maidenhead is mainly off road, a flat single lap along the Thames Path and Jubilee River for a scenic ultramarathon. Chip timing, live tracking, feed stations and a finisher medal make it welcoming.

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..

UTMB Index

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..

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..

June 2026

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..

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 Sundowner Marathon is a unique running event held in Purleigh, Chelmsford, England, featuring a scenic course that passes along canals, over waterfalls, through vineyards, woodlands, and coastal saltmarshes. This marathon offers a disti..

The Valley of the Owls Run, organized by Zig Zag Running, takes place at the Suffolk Running Centre in Bury St Edmunds, Suffolk. The scenic course passes through the village of Ousden, known as the Valley of the Owls, featuring some of Engl..

Join Chase The Sun at Clapham Common on 10 June 2026 for an evening 5K or 10K on a flat, scenic park course past the bandstand. Expect chip timing, free photos and a unique themed medal to celebrate your finish.

Run through rivers, bluebell woodlands and fields at the Nene Valley Trail Run on 13 June 2026 in Fotheringhay. Choose 10 or 20 mile routes, camp onsite and help support Kings Cliffe Active with every entry.

Scenic off road trail running around Bewl Water in Kent, with forest paths, open countryside and lake views. Choose 10km, Half Marathon, Marathon or 50km Ultra, starting and finishing at the Visitor Centre with chip timing and checkpoints.

Run 14 miles across the dramatic South Downs on 14 June 2026, featuring a stiff climb, chalk descents and muddy slippery sections. Trail shoes recommended; enjoy water on course, post run cake and a commemorative truckers cap.

Tackle scenic but hilly forest trails at the Wendover Woods Half Marathon and 10k on 14 June 2026, with a friendly junior run and on the day entries if available. Spectators can enjoy a cafe, forest walks and family activities.

Run through Hertfordshire countryside from 3 Brewers Brewery with 10 km and 5 km options over mostly off road trails, woodland and farm tracks. Finish with a medal, chip timing, a pint and live jazz for a festive post race vibe.

Run the Robertsbridge Midsummer 10k or 5k on 19 June 2026 at Robertsbridge Rec Ground, a friendly community race over a scenic undulating multi terrain course. Finishers get bespoke medals and can refuel with a BBQ and post race bar.

Beyond London on 20 June 2026 offers scenic trail runs through parks, woodlands and canal paths, finishing in Richmond. Choose 55 km from Woolwich or 25 km from Upper Norwood, with signed routes, GPX files, aid stations and a finisher medal..

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.

Centaur 100 Mile Ultra at Denbies Wine Estate invites runners from half marathon to 100 miles on a single off road 1 mile vineyard loop. Chip timing, stocked aid and a 30 hour limit for 100 miles make it a scenic buckle or medal chase.