Trail Running calendar near Windsor 2025-2026

We have found 373 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

The Galleywood Gallop is a self-navigation trail race organized by Essex Trail Events, taking place on May 7, 2025. The course spans approximately 5 miles and features no river crossings, with participants relying on a written route description provided on the day of the event. This race is not mark..

The Collingbourne Races feature a half marathon and a 10km run, both set in the picturesque Collingbourne woods in Ludgershall. This off-road event offers a mix of bridle tracks, woodland paths, and single-track running, making it suitable for runners of all levels. Participants can expect ample par..

The Semington Slog 10K is a community-focused running event taking place on May 10, 2025, starting and finishing at St Georges School in Semington. Participants can choose between a 10K route that winds through the village and along the scenic Kennet and Avon Canal towpath, or a shorter 2K loop arou..

Run to the Sea Brighton is a scenic 50km ultramarathon that offers a unique multi-terrain experience from Horsham to the Brighton seafront. This well-organized event caters to both novice and experienced runners, providing a friendly atmosphere and stunning views throughout the course. Participants..

UTMB Index

The Ridgeway 40 Walk is a challenging 40-mile event held annually, traversing the historic Ridgeway path from Avebury in Wiltshire to Streatley in Berkshire, UK. Participants navigate a scenic route rich in history, including ancient earthworks and Neolithic sites. The event provides essential suppo..

London 100 is an ultramarathon event organized by Camino Ultra, designed to challenge runners and enhance their endurance skills. Participants can explore new trails while pushing their limits in a supportive community atmosphere. The event aims to foster a love for running and personal growth among..

The Bewl Water Spring event, organized by Hermes Running, is a scenic running series set in the picturesque Kent and Sussex countryside. Taking place at the Bewl Water Visitor Centre, participants can choose from various distances, including a 10km, half marathon, marathon, and ultra marathon. The c..

The Shires and Spires Marathon will take place in Naseby on Sunday 11 May 2025. You can run between 10 and 35 miles.

The Zig Zag Marathon and Half Marathon takes place at the Suffolk Running Centre in Bury St Edmunds, featuring a scenic and officially measured route. Participants can choose between a full marathon and a half marathon, both designed for runners seeking a Good For Age (GFA) qualification. The event..

The LDWA South Downs Marathon is a challenging event set in the picturesque South Downs National Park, featuring two distances: 28 miles and 18 miles. Participants will experience over 4000 feet of ascent on the longer route, traversing stunning landscapes including the Seven Sisters and Cuckmere Ha..

The Halstead & Essex Marathon is set to return in May 2025 for its 29th edition, having been established in 1995. This annual event, organized by Halstead Road Runners, attracts participants from across the UK and beyond, taking place on scenic, low-traffic roads in North Essex. Known for its welcom..

The Stroud Trails Event is a challenging running event set in the picturesque Cotswolds, featuring four different trail runs: a Quarter Marathon (11K), Half Marathon, Marathon, and an Ultra 40. Participants will navigate a mix of local trails, hills, and scenic views, all within an area of outstandi..

The Woodland Woggle 10k is a scenic trail race set in the picturesque surroundings of Hampton Estate and Puttenham Common. This one-lap course features undulating hills, stunning views, and beautiful bluebell woods, making it a favorite among trail runners. Participants aged 16 and over can enjoy ch..

The Shires and Spires Ultra Marathon is a scenic 54-mile running event set in Northamptonshire, featuring a mix of approximately 70% trails and 30% roads. Starting and finishing at Naseby Village Hall, the race offers five distance options, including an ultra marathon, marathon, three-quarter marath..

The Midhurst Milers Cocking 10k Trail Race is an exciting running event set against the stunning backdrop of the South Downs. Scheduled for May 11, 2025, this challenging trail run features a scenic route that includes hilly climbs and breathtaking views, starting from the Cadence Cycle Club Café in..

The Gaddesden Gallop is an exciting cross-country running event taking place in the picturesque Hertfordshire countryside. Scheduled for May 11, 2025, participants can choose between a 10K or 5K run, with categories for both adults and under-18s. The event also features mini races for children under..

The Barbury Castle Sunset 10KM is a scenic trail running event scheduled for May 13, 2025, starting at the Barbury Shooting School in Swindon. Participants will enjoy a beautiful route that includes tracks and grass, featuring some hills, including the notable Iron Age Attack at Barbury Castle. The..

The Hankley Common 10km is a guided trail running event set in the picturesque Hankley Common, known for its rich wildlife and historical significance, including the Atlantic Wall replica used during WWII. This event is designed for runners of all levels, particularly those new to trail running or t..

The Hankley Common 10km is a guided trail run set in the scenic Hankley Common, known for its rich wildlife and historical significance. This event is designed for both novice and experienced runners, offering a safe and enjoyable experience, especially for those new to trail running. Participants c..

The Dinton 5km & 10km Summer Series, hosted by Barnes Fitness, is a popular running event taking place at Dinton Pastures Country Park. Celebrating its 13th year, the series features races on the third Thursday of May, June, July, and the second Thursday in August. Participants can choose between a..