Trail Running calendar near Upper Woolhampton 2025-2026

We have found 391 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

The Midhurst Milers Cocking 10k Trail Race will take place in Cocking on Sunday 10 May 2026. You can run 10 kilometers.

The The Maverick Cotswolds Trail will take place in Cheltenham on Saturday 16 May 2026.

Explore the dramatic Dorset Jurassic Coast from Corfe Castle to Bridport, via Lulworth Cove, Durdle Door and Portland Bill. Choose from multiple distances and single day or two day options, with camping at Weymouth and full on course suppor..

Join the Semington Slog on 16 May 2026 at St Georges School for 10k and 2k routes through the village and along the Kennet and Avon Canal towpath. Family friendly fun with marshalls, refreshments and a Slog Dog for every finisher.

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.

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Event overview The Compton Downland Challenge is organised by Compton Harriers Running Club and is scheduled for Saturday, 16 May 2026. The event offers two multi-terrain race options that start and finish at Compton village recreation grou..

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..

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.

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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.

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.

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..

Farmmageddon at Hyde Hall Farm offers multi distance trail running on a scenic 5.3 km loop, from 10k to a 100 mile event run over two days. Enjoy grassy trails, secure parking and finisher medals including a buckle for 100 mile 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.

Beat The Sunset 50km in Maidenhead is a scenic, largely flat single lap ultra mostly off road along the Thames Path. With regular aid stations and race support, it suits ambitious first timers and seasoned ultra runners.

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..

Event overview The Ridgeway Challenge is an 86-mile (139 km) point-to-point trail running race along The Ridgeway National Trail. The race starts at Ivinghoe Beacon in Hertfordshire and finishes at Avebury in Wiltshire. The course has about..

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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 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.

June 2026

Take on the Griffin Challenge, a six hour timed event from Braybrooke Taproom where you can run, walk or ruck repeated 3.3 mile out and back laps along the scenic Griffin Trail and Brampton Valley Way. Finish with pastries, coffee and beer..