Trail Running calendar near Windsor 2024-2025

We have found 334 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

The Ickworth Sunset Chase is a scenic running event held at the picturesque Ickworth Park, a National Trust estate. Participants can choose between a 5K or 10K race, both set against the backdrop of stunning landscapes, meadows, and forests. The course features a mix of terrains, including limestone..

The South Coast Challenge is an exciting endurance event taking place on September 6-7, 2025, starting in Eastbourne and traversing the scenic South Downs Way. Participants can choose from various distances, including 100 km, 50 km, and 25 km options, catering to different fitness levels. The route ..

The Andover Trail Marathon is a popular running event held in North Hampshire, featuring both a full marathon (26.2 miles) and a half marathon (13.1 miles). Participants can expect challenging terrain with significant elevation changes, including climbs and fast downhill sections that showcase the r..

The Muntjac 15 is an exciting trail race that connects five picturesque woodlands, perfect for enthusiasts of hills, woods, and single-track racing. Scheduled for September 7, 2025, this event offers a unique opportunity to experience the beauty of nature while challenging oneself on a scenic course..

The Bradenham Blast is a highly regarded trail running event featuring 5km and 10km courses set in the picturesque Chiltern countryside. Known for its challenging hills and scenic views, the race takes participants through tranquil beech woodlands and rugged trails. It is designed to be fun and fami..

The SOX 10km is a scenic multi-terrain running event held in the picturesque South Oxfordshire countryside, starting and finishing at the South Oxfordshire Brewery taproom. This inclusive race features a lovely trail route suitable for all abilities, including a Canicross option for participants wit..

The Thames Path Ultra Challenge is a premier endurance event taking place on September 13-14, 2025, along the scenic Thames Tow Path from Putney Bridge to Henley. Participants can choose from various distances, including 100 km, 75 km, 50 km, and 25 km, as well as a Henley 10K. The event attracts ov..

Bewl Water Autumn is a scenic bi-annual running event held near the Bewl Water Visitor Centre in Lamberhurst, Kent. Participants can choose from four different race distances: a 10km, half marathon, marathon, and a 50km ultra, all set against the backdrop of beautiful rural trails and quiet country ..

The C2C Essex Ultra is an ultramarathon event taking place in September 2025, offering participants the choice of running either 30 or 50 miles along the scenic Essex Riviera. Organized by c2c, the event aims to raise funds for the children's cancer charity Gold Geese, which provides essential suppo..

The Rye Ancient Trails 30K & 15K is a captivating trail race set in the picturesque High Weald Area of Outstanding Natural Beauty in East Sussex. Participants can choose between a challenging 30K or a shorter 15K route, both starting and finishing in the historic town of Rye. The course features und..

The The Sudbury Trail Run will take place in Sudbury on Sunday 14 September 2025.

The Roman River Trails event offers participants the choice of a half marathon or marathon, featuring self-navigation routes through the picturesque Roman River valley near Colchester. The predominantly hard-packed trail includes sections of tarmac and grass, with some hills along the way. The event..

The Alf Shrubb Memorial 10k is a cross-country running event held in Slinfold, West Sussex, honoring local running legend Alf Shrubb. Scheduled for September 14, 2025, the race features a scenic route through the countryside, chip timing for adult participants, and children's races, making it a fami..

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 102-mile race that takes participants from Chipping Campden to Bath along the scenic Cotswold Way National Trail. This event, licensed by the TRA and governed by UK Athletics rules, is designed for experienced runners aged 21 and over. Competitors can expect..

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 supports fundraising for life-changing ..

The Lucky Horseshoe is a running event hosted at the Suffolk Running Centre in Bury St Edmunds, offering participants a choice of distances including 5k, 10k, Half Marathon, Full Marathon, and Ultra. The race features an out-and-back route, providing a social atmosphere and scenic views, including p..

The Cotswold Half Way is a challenging running event that spans 47 miles along the scenic Cotswold Way National Trail, starting from Chipping Campden and ending in Painswick. This race, licensed by the TRA and adhering to UK Athletics rules, is designed for participants aged 21 and over. Set against..

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 challenging half marathon and a shorter 5-mile race, making it suitable for both seasoned runners and those new to trail running. The event..

The Silent Pool 10km is a guided trail running event set in the picturesque surroundings of Silent Pool, near Guildford, UK. Participants can enjoy a scenic route that includes sections of the North Downs Way and the beautiful Netley Heath forest, as well as the charming village of Shere, known for ..