Trail Running calendar near Shipston-on-Stour 2025-2026

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both new and experienced trail..

Enjoy spring trails at Harewood Forest in Hampshire with Muddy Runners, choosing from 5 km or 10 km routes across undulating woodland tracks. A friendly, scenic race perfect for trail newcomers and regulars alike.

The Sheinton Steeplchase is a 5.3 km cross-country race held near Sheinton Church by Cressage in the West Midlands. Featuring a total ascent of 100 meters, it offers a challenging yet accessible course that is not a traditional fell race bu..

Bat Challenge is a 6-hour day/night trail running event at Beacon Hill Country Park, Leicestershire, England. It features a 3.3-mile off-road loop that participants can repeat to reach 5k, 10k, or over 50k within the time limit. The course..

The Collingbourne Races, held at Crawlboys Farm in Ludgershall, offer a scenic off-road running experience through the beautiful Collingbourne woods. Featuring a half marathon and a 10km race, the course includes bridle paths, woodland trac..

Join the Run Rabbit Trail Festival at scenic Deene Park for an inclusive multi distance trail running weekend with races and social events. Tackle short loops, a scenic half or go for the Quest for the Golden Carrot to earn extra bling.

The Goring Gap Trails event, held in Mapledurham near Reading, offers a variety of running and walking challenges, including a 50-mile ultra, a 52K ultra, and a half marathon, alongside walking options of half marathon, full marathon, and a..

The Epona 100 is a challenging 100-mile ultramarathon held in Abergavenny, featuring a demanding 17,000 feet of elevation gain. The course offers a stunning mix of iconic trails, including Offa’s Dyke, Cambrian Way, and Beacons Way, providi..

Run 33 miles around Chesterfield in the tenth Spire Ultra, a scenic trail through moorland, woodland, reservoirs and farmland. Expect varied terrain, staffed aid stations and a special anniversary memento at the finish.

Event overview The Ridgeway 40 Walk is a 40-mile linear walk/run held on 9 May 2026. The route runs from Avebury Sports & Social Club (SU102697) to Morrell Room, Church Lane, Streatley (SU592807, RG8 9HT). The course follows the Herepat..

Test your limits at the Tenacious Ten Hour Endurance Challenge on Mynydd Troed, a lap event with a bold summit climb, runnable stretches and technical descents. Go solo, as a pair or four person team for a day of tough trails, camping and f..

The Chiltern Hills 100K will take place in Chesham from Saturday 9 May 2026 to Sunday 10 May 2026. You can run 100 kilometers.

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 OTT Marathon or 10 Mile Race through the Brecon Beacons, with stunning trails over Pen Y Fan and views of Talybont Reservoir. Expect a tough but rewarding day on the hills, with on course aid and a special finisher gift.

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

Run 50 miles along the scenic North Downs Way from Farnham to Knockholt Pound, with about 1700 m of climb over mostly trail terrain. Well stocked aid stations and medical support make for a challenging but supported ultramarathon.

The Cannock Chase Challenge will take place in Cannock on Saturday 16 May 2026. You can run between 10 and 26 miles.

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..

Take on the Leaden Boot Challenge, a 26.2 mile walk or run across the scenic Peak District with 4800 feet of ascent and friendly checkpoints. Support local causes and enjoy hot food and a finisher badge back in Alstonefield.

Take on the Pommie Panter Fell Race in Youlgrave, Peak District, a rugged 5.8 mile route with climbs, limestone descents and marshy sections finishing on the village high street. All profits support local village facilities and a friendly c..