Trail Running calendar near Cheltenham 2025-2026

We have found 327 Trailruns within 80 miles of Cheltenham. See below where and when you can find the races.

The Centurion North Downs Way 50 is a challenging 50-mile ultramarathon taking place along the scenic North Downs Way National Trail, from Farnham in Surrey to Knockholt Pound, Greater London. Scheduled for May 17, 2025, this event features a total elevation gain of 5,600 feet and is part of the 50 ..

The MTC Severn Path Ultra is a challenging 59-mile ultra marathon that takes place along the scenic Severn River in the UK. Starting from The Premier Inn in Shrewsbury, the route features a flat course that showcases stunning landmarks and natural beauty as it winds through various towns before conc..

The Run Rabbit Trail Festival is a multi-distance trail running event organized by Race Harborough, set in the scenic grounds of Marston Lodge near Market Harborough. Scheduled for May 2025, the festival features three distinct challenges: the Trail Mix Challenge (25k), the Headlight Hop (10k), and ..

The OTT Marathon & 10 Mile Race is an exciting running event set in the stunning Brecon Beacons, starting and finishing at Parkwood Dolygaer in Merthyr Tydfil. The marathon covers approximately 26.2 miles, featuring challenging climbs and breathtaking views, with three checkpoints along the route. P..

The Compton Marathon & 16 Mile Challenge, organized by the Compton Harriers Running Club, is a popular running event held in Compton, Berkshire. Participants can choose between a full marathon and a 16-mile challenge, both set against scenic backdrops. The event promotes community engagement and enc..

The The Shindig in The Shire will take place in Corfton on Saturday 17 May 2025.

The MTC Severn Way Ultra is a challenging 57-mile ultra marathon that takes participants on a scenic point-to-point route starting from Travelodge Worcester and finishing at Travelodge Stonehouse. Runners will traverse through picturesque locations such as Upton-on-Severn, Tewkesbury, and Gloucester..

The Guided Spring Marathon - Winchester will take place in Winchester on Sunday 18 May 2025. You can run 26 miles.

The Greensand Way Ultra Run is a guided 30-mile trail run that showcases the scenic beauty of the North Downs Way and the Greensand Way, starting and finishing at West Hanger near Guildford. This event is designed for both seasoned runners and first-time ultra runners, providing an opportunity to le..

The Chiltern Valley 10km is a scenic trail run set in the picturesque Hambleden Valley, hosted by the Chiltern Valley Winery & Brewery. This multi-terrain course features a mix of woodland paths, single tracks, and country lanes, making it suitable for runners of all abilities, with a generous 2-hou..

Batch Bash is a fell running event organized by Mercia Fell Runners, taking place in All Stretton, West Midlands. The race features a distance of 5.3 km with a total ascent of 305 meters, categorized as an AS race. Participants can register on the day or pre-register for a fee, with proceeds support..

The Wild Horse 200 is an exhilarating 200-mile ultra marathon set in the stunning landscapes of South Wales, scheduled for May 21-26, 2025. This challenging event takes participants along iconic trails, including Offa’s Dyke and the Beacons Way, culminating at Worm’s Head on the Wales Coast Path. De..

The Fox Trail is a premier trail running event set in the scenic Surrey countryside, offering participants a quintessentially British experience. Scheduled for May 24, 2025, the event features three race distances: 20K, 41K, and 62K, all culminating at Burys Field in Godalming. Runners can expect we..

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The ATW Chiltern Half Marathon and 10K is an exciting running event set in the picturesque Chiltern Hills, known for its stunning landscapes and challenging terrain. Participants can enjoy a memorable experience while bonding with fellow athletes amidst the area's natural beauty. The event features ..

The Taunton Trail Run features both a 10K and a Half Marathon, set in the picturesque surroundings of Taunton's waterways. This event is designed for runners of all levels, offering a flat and fast course that is ideal for beginners and seasoned athletes alike. Participants can expect an exhilaratin..

The Ridgeway Challenge is an 86-mile (139 km) point-to-point trail running race that traverses the entire length of The Ridgeway National Trail, from Ivinghoe Beacon in Hertfordshire to the Avebury Stones in Wiltshire. This historic route has been in use for over 5,000 years. Scheduled for May 31, 2..

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The Beat the Sunset 50km is a multi-terrain ultra marathon held in the Thames Valley, starting from Maidenhead. Participants aim to complete the course before sunset, which adds an exciting challenge to the event. The route features a mix of off-road terrain, including the Thames Path and Jubilee Ri..

June 2025

The Coombe Hill Fell Race is an exciting 7km fell run, categorized in the BS Category by the Fell Running Association. Set in Wendover, Bucks, the race features a challenging course with steep climbs and descents. Participants can enjoy a fun atmosphere, with entry fees of £5 for general participant..

The Surrey Hills Half Marathon is a scenic trail running event that takes participants through the stunning landscapes of the Surrey Hills, starting and finishing in Guildford. Covering a distance of 13 miles, the route features highlights such as St Martha's Church, the village of Shere, and breath..

The Pontesbury Hill Fell Race is a popular running event organized by Mercia Fell Runners, taking place in the scenic Shropshire area. The race covers a distance of 6 km with a total ascent of 354 meters, categorized as an AS race. Participants can register on the day or pre-register, with entry fee..