Trail Running calendar near Chepstow 2024-2025

We have found 247 Trailruns within 80 miles of Chepstow. See below where and when you can find the races.

The Centurion Chiltern Wonderland 50 is a challenging 50-mile ultramarathon set in the scenic Chiltern Hills, featuring a single loop course that includes 5,600 feet of elevation gain. Runners will traverse picturesque villages and historic sites, with the event fully supported by five aid stations ..

The Maverick X Series Afan Forest 2025 is an exciting trail running event set in the scenic Afan Forest Park, South Wales. Scheduled for September 2025, participants can choose from four routes: Ultra (50 km), Long (42 km), Middle (25 km), and Short (10 km), each featuring a mix of challenging climb..

The Cotswold Half Way is a challenging trail running event covering approximately 47 miles along the scenic Cotswold Way National Trail, starting from Chipping Campden and ending in Painswick. Scheduled for September 20-21, 2025, this single-stage race features hilly terrain, offering participants s..

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The Cotswold Way Century is a challenging trail running event covering 102 miles from Chipping Campden to Bath along the scenic Cotswold Way National Trail. Participants have 32 hours to complete the race, which features a hilly terrain designed to showcase stunning viewpoints and picturesque villag..

The Cannock Chase Trail Runs take place in the stunning Cannock Chase Forest, located north of Birmingham. This event features both 5km and 10km trail runs, catering to participants of all abilities with no cut-off times. The scenic routes offer a beautiful backdrop for runners, and all finishers re..

The Chiltern 50 Ultra Challenge is an exciting endurance event set in the picturesque Chilterns, featuring a variety of routes including 50 km, 25 km, and a 10 km loop. Participants can walk, jog, or run, with a basecamp located in Henley offering amenities such as camping, food, and entertainment. ..

The Maverick Original Mendips 2025 is a thrilling trail running event set in the picturesque Mendips Hills. Participants can choose from three routes: Long (22 km), Middle (13 km), and Short (7 km), each offering stunning views and diverse terrain. The race showcases the natural beauty of the area, ..

October 2025

The Exmoor Coast 55 is part of the North Coast 110 event, offering a challenging 57 km ultra marathon that traverses the stunning Exmoor National Park. Participants will navigate the scenic South West Coast Path, starting from Combe Martin and finishing in Minehead. The route features a mix of hilly..

The North Coast 110 is a challenging ultra marathon event taking place along the stunning North Coast of the South West peninsula. Scheduled for October 3-4, 2025, participants can choose from four distances: 110 miles, 110 km, 65 km, and 57 km. The event features self-navigation along the South Wes..

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Run to the Sea Bournemouth is a 50k ultramarathon that offers a scenic and flat point-to-point course from Moors Valley Country Park to Hengistbury Head. This event is designed for both novice and experienced runners, featuring a variety of terrains including forest trails and coastal paths. Partici..

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The Gower Ultra 50, Ultra Bach & Trail Race is a series of long-distance trail races set along the stunning Wales Coast Path in the Gower Area of Outstanding Natural Beauty. Participants can choose from three race options: the Gower Ultra 50, which circumnavigates the Gower peninsula, the Gower Ultr..

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The Quantock Hills Trail Half Marathon is an exciting race set in the picturesque Quantock Hills, featuring a challenging course that combines scenic trails, steep climbs, and rolling hills. This event caters to both experienced runners and newcomers, offering a memorable experience amidst stunning ..

The Barrows and Downs event features a Marathon and Half Marathon set in the historic Salisbury Plain in Wiltshire. Participants will run among ancient barrows dating back to 3500 BC, enjoying breathtaking views of the Wiltshire Downs. The routes start and finish at Tilshead Water Tower, following s..

The Loop Ultra is an exciting 50km (32 miles) trail running event set in the stunning Cambrian Mountains of Mid Wales, organized by Limitless Trails. Scheduled for October 11, 2025, the event starts at Camp Plas, offering a marked route that showcases breathtaking landscapes, including Lake Vrynwy a..

The Maverick Jurassic Coast 2025 is an exciting trail running event set to take place in October 2025, starting from Corfe Castle. Participants can choose from four different routes: a challenging 101 km Ultra, a 54 km Long route, a 22 km Middle route, and a 12 km Short route, all showcasing the stu..

The Centurion Autumn 100 is a challenging 100-mile trail race set in the picturesque villages of Goring and Streatley along the River Thames. The course features a unique cross-shaped route consisting of four 25-mile out-and-back sections, utilizing the Ridgeway and Thames Path National Trails. Part..

The Thames Trail Ultra is a challenging 47-mile point-to-point ultra marathon that runs along the scenic Thames River from Iffley in Oxfordshire to Henley-on-Thames. This popular event, previously known as the Thames Trot, features a diverse course that includes tarmac paths, muddy trails, and pictu..

The Black Beacon Mountain Trail Races are long-distance running events set in the stunning landscapes of the Bannau Brycheiniog (Brecon Beacons) and Black Mountains. Participants can choose from four race distances: 100 miles, 50 miles, 50k, and 21 miles, all culminating in Pontneddfechen. The races..

November 2025

The November Nightmare is an exciting running event taking place over eight days in Telford, Shropshire, celebrating its 10th year. Participants can choose from various distances each day, including 8 miles, a half marathon (approximately 16 miles), or a full marathon. Runners can enter for a single..

The Salt Settlers Six Hour Race is an exciting running event set in the picturesque Lower Otter Valley, returning for its second year. Participants can complete as many 4.4 km loops as possible within six hours, with options for solo runners or pairs in a relay format. The course features a flat ter..