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 Blackdown Hills Trail Run offers an exciting opportunity for runners to experience the stunning landscapes of the Blackdown Hills. Participants can choose between a 10K or a Half Marathon, both starting from Taunton racecourse. The event features diverse terrain, including lively forest trails a..

TrailFest - Cannock Chase Forest is a multi-distance running event set in the scenic Cannock Chase Forest, offering participants a choice of 10K, half marathon, marathon, and 50K distances. Designed for all abilities, from seasoned ultra runners to beginners, the event promotes a fun and supportive ..

The Bradley Fell Race, organized by the British Open Fell Runners Association (BOFRA), is a competitive running event set in Bradley Village, North Yorkshire. Scheduled for September 14, 2025, the race features various age categories, including Under 9, Under 12, Under 14, Under 17, and Seniors. Par..

The Conquest of Avalon is a renowned running event organized by Albion Running, featuring two race distances: a 30-mile and a 50-mile route. Both courses follow the historic Leland Trail, culminating in Glastonbury, famous for its Arthurian legend and the iconic Glastonbury Tor. The race is characte..

The Humanity Direct Tring Ultra is a one-day ultra marathon event set in the scenic Chilterns, designed for both novice and experienced runners. Participants can choose from three distances: a full 50km ultra, a 27km half ultra, or a new 10km option. The event not only offers a challenging running e..

The Tissington Trail Half Marathon Weekend is a scenic two-day running event set in the picturesque Derbyshire countryside. Participants can choose to run on either Saturday or Sunday, with the race featuring a point-to-point course along the traffic-free Tissington Trail, which is slightly downhill..

The The Yard Trail Races will take place in New Alresford on Saturday 20 September 2025.

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

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 race is designed for participants aged 21 and older, offering a u..

UTMB Index

The Guided Half Marathon - Winchester will take place in Winchester on Saturday 20 September 2025. You can run 13 miles.

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 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 Clipston Trail Half and Country 5 Miler is a scenic running event set in the picturesque countryside surrounding Clipston. Participants can choose between a half marathon and a shorter 5-mile race, making it suitable for both seasoned runners and those new to trail running. The event is organize..

BigSky Trails (AIR) is the final event in the Classic Element Trail Series, organized by BigFeat Events. Set in the picturesque New Forest National Park, this trail running event offers participants a choice between an 18-mile route and a marathon distance. Runners will experience stunning views and..

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 Chiltern countryside, taking place on September 27, 2025. Participants can choose from three distances: 50 km, 25 km, or a 10 km loop, making it accessible for various fitness levels. The event features a fully sup..

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 Guided 50k Ultramarathon in New Alresford, Hampshire, offers participants a scenic running experience through beautiful trails, including sections of the Watercress Way and Oxdrove Way. This event is designed for those who have completed at least a 20-mile run in the past year and will be conduc..

The Guided 15 Mile Run in New Alresford, Hampshire, offers a scenic experience for runners looking to tackle the first loop of a 50k event. Participants can enjoy the beautiful trails of the Watercress Way and Oxdrove Way, starting and finishing in the charming market town of Alresford. This relaxed..

The Hoby Hop Trail Race is a five-mile chip-timed cross-country and Canicross event set in the picturesque Upper Wreake valley. Participants will navigate through fields, stiles, brooks, and traditional footpaths, enjoying scenic views of Leicestershire. The race headquarters will be at Hoby & Distr..