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 Centurion North Downs Way 50 is a challenging 50-mile point-to-point ultramarathon taking place along the scenic North Downs Way National Trail, from Farnham in Surrey to Knockholt Pound, Greater London. With a total elevation gain of 5,600 feet, the course features notable climbs, including Box..

The Run Rabbit Trail Festival is a multi-distance trail running event organized by Race Harborough, set in the scenic Deene Park Estate near Corby. Scheduled for May 17-18, 2025, the festival features various challenges, including the Trail Mix Challenge (25k), Headlight Hop (10k), and Thump Trail H..

The Maverick X Series North Downs 2025 is an exciting trail running event set in the picturesque Surrey countryside, taking place at Cranleigh Showground. Participants can choose from four routes: Ultra (52 km), Long (43 km), Middle (22 km), and Short (11 km), each offering a unique blend of scenic..

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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 Reigate Priory Park 10K Charity Fun Run is an exciting event set in the beautiful surroundings of Reigate Park, offering a challenging yet enjoyable experience for runners of all levels. Participants can expect a gently undulating, accurately measured course amidst lush greenery, promoting both..

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

The Richmond Park Marathon is a scenic 26.2-mile running event held in Richmond Park, featuring a challenging course that consists of three laps. The first lap is 12 miles, encompassing a route around the park's perimeter and through its center, while the subsequent two laps follow the Tamsin trail,..

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 track footpaths, and country lanes, making it suitable for runners of all abilities, with a gener..

The Newchurch Nine is an exciting trail running event set in the picturesque surroundings of Newchurch. Participants can choose from three different routes: 900m, 4.5km, and 9km, catering to runners of all abilities. The event aims to raise funds for essential learning resources at Newchurch Primary..

The Bluebell 5 is an annual running event organized by Pitsea Running Club in collaboration with the Essex Wildlife Trust, taking place on May 18, 2025. This five-mile off-road race offers participants a scenic journey through the picturesque Little Haven Nature Reserve, featuring vibrant bluebells,..

The Ridge Off Roader is a challenging mixed terrain race held in the picturesque Chiltern Hills, now celebrating its 12th year. Participants can choose between a 10k route and a half marathon, both of which are well-marked and marshaled. The event also features a 1k race for local children.As a char..

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 Pulborough Vineyards Run is an exciting running event set in the picturesque West Sussex countryside, featuring stunning views of the South Downs. Participants can choose from various distances ranging from 5 km to 20 km, with a fun run option up to a half marathon. The course is primarily off-r..

The Galloping Grind 10k Trail Run is an exciting new event set to take place on May 20, 2025. Participants can collect their race numbers in the evening before the run, which features a predominantly anti-clockwise route. As the event occurs at dusk, wearing high-visibility clothing is recommended.L..

Farmmageddon is an exciting 100-mile running event organized by Zig Zag Running, taking place over two days at Hyde Hall Farm. Participants will tackle a 5.3k loop course, with a total time limit of 32 hours to complete their chosen distance. The event caters to all abilities, offering various dista..

The Grand Union Canal 145 Mile Race is a prestigious ultra-marathon taking place along the scenic Grand Union Canal Towpath from Gas Street Basin in Birmingham to Little Venice in London. Scheduled for May 2025, this non-stop race is open to participants aged 20 and over, welcoming runners of all ab..

The London 2 Brighton Ultra Challenge will take place in Richmond from Saturday 24 May 2025 to Sunday 25 May 2025. You can run between 25 and 100 kilometers.

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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. The race is designed..

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The UK Ultra South Downs event features five distinct races set in the picturesque South Downs National Park in South East England. Designed for runners and walkers of all abilities, the courses are point-to-point, showcasing stunning views along non-technical trails. Participants will experience a..

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The Seven Sisters Half Marathon is a scenic trail race set in the South Downs National Park, offering a stunning point-to-point route. Ideal for both novice and experienced runners, this 13.1-mile race begins in Eastbourne and features a mix of grass trails, farm tracks, and forest paths, with a tot..