Trail Running calendar near Southend-on-Sea 2025-2026

We have found 272 Trailruns within 80 miles of Southend-on-Sea. See below where and when you can find the races.

'Twas The Run Before Christmas is a festive running event held at Brandon Country Park in Suffolk, located in the heart of Thetford Forest. Participants can choose between a 6-hour or 4-hour timed event, running multiple laps of a 5.3 km multi-terrain course featuring gravel footpaths and grass area..

The Christmas Canter is a festive running event held at the Suffolk Running Centre in Bury St Edmunds, UK. Offering multiple distance options—5k, 10k, half marathon, full marathon, and ultra marathon—runners can choose their preferred challenge. The course is entirely on road, featuring rolling hill..

The Christmas Pudding Dash is a festive multi-terrain running event held in Pett, near Hastings, East Sussex. Celebrating its 20th year, the race features a challenging cross country course through farmland and woods, known for its muddy, undulating trails. The main race covers approximately 4.2 mil..

The Elves 11Ish Trail will take place in Maldon on Sunday 21 December 2025.

The Winter Wanderlust 50km is an ultra-trail race held in Kent, UK, starting at Detling Village Hall and finishing at Wye Village Hall. Covering 50 kilometers with approximately 1,000 meters of elevation gain, the course follows the scenic North Downs Way, featuring rolling hills, vineyards, ancient..

The Festive Friston Forest Night Trail Run is a 5-mile self-navigated night trail run held in the scenic countryside of Friston Forest and downlands near Litlington, East Sussex. Participants follow a Strava GPX route, aided by a written narrative and a tail runner for support. The event starts and..

The Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half marathon with 3.5 laps. The event features a supportive atmos..

The Winter Woolly 10km is a popular trail running event held annually on December 24th at Elstree School in Upper Woolhampton, Berkshire. Now in its sixth edition, the race features a scenic multi-terrain course covering 10 kilometers with 80% off-road paths, including lanes, footpaths, trails, wood..

January 2026

The Knacker Cracker is renowned as "Britain's toughest 10k," featuring a challenging course that includes significant elevation changes, with a total ascent of 473 meters. The race, set in the scenic surroundings of Box Hill and Denbies Vineyard, offers a unique experience for runners, including a k..

The East Hanningfield Trail Marathon is a challenging off-road race held around the village of Danbury, starting and finishing at East Hanningfield Village Hall. The 26.2-mile circular course is approximately 95% off-road, featuring diverse terrain and navigated using written instructions rather tha..

Dark Skies Surrey Hills is an exhilarating night trail running event set in the picturesque Surrey Hills, featuring races of 10 miles, 10K, 5K, as well as Canix and children's races for ages 3-11. Participants navigate through enchanting woodlands under the stars, illuminated by headlamps, making fo..

The Country to Capital Ultra Marathon is a renowned 43-mile point-to-point race starting at the Shoulder of Mutton Pub in Wendover, Buckinghamshire, and finishing at the Stowe Centre near Little Venice Canal Basin in London. Known as the official opener to the ultra running season, it attracts a glo..

The Fitstuff G3 Series No.1 is a trail running event held at Newlands Corner, Drove Road, Guildford, Surrey. Participants can choose between two distances: 10km and 15km. The event offers a scenic course starting from Newlands Corner, with parking available nearby.Runners can also opt for bundled en..

WTF - Where's The Finish? is a unique timed running event hosted by Zig Zag Running at Brandon Country Park in Suffolk, located in the heart of Thetford Forest. Participants choose between a 6-hour or 4-hour challenge, running multiple laps of a 5.3 km multi-terrain course featuring gravel footpaths..

The Windmill Way Wander, organized by Zig Zag Running, is a versatile road running event held at the Suffolk Running Centre in Bury St Edmunds, UK. Participants can choose from multiple distances including 5k, 10k, half marathon, full marathon, and ultra marathon, all following the scenic Windmill W..

The South Downs & Arundel Winter Trails is a trail running event held in the scenic South Downs area near Arundel. It offers challenging courses on rural, often single-track trails that traverse farmland and natural landscapes. Participants can choose between a 15-mile route and a full marathon dist..

The Windsor Trail Run January 2026, organized by RunThrough UK, takes place at Alexandra Gardens in Windsor, UK. Set against the scenic backdrop of Windsor Castle, this event offers a flat, chip-timed trail course with two distance options: a 10K and a Half Marathon. Both routes feature well-marked..

The Ashdown Forest 10 & 5 Mile Series is an eco-friendly trail running event held at Pippingford Park Manor in East Sussex. Featuring two distances—10 miles and 5 miles—the races take runners through stunning park and forest trails with picturesque, undulating terrain. This sustainable event emphasi..

The Longbridge 100 Backyard Ultra is a challenging last-person-standing endurance running event held at Church Farm, Litlington, near Alfriston. Participants run a 4.2-mile loop every hour, starting precisely on the hour, continuing until only one runner remains. The course features a mix of single..

The Fitstuff G3 Series No.2 is a running event held at Hound House Road, Surrey (GU5 9JG). Participants can choose between 10km and 15km race distances. The start line and parking are conveniently located in a field off Hound House Road, marked by flags and signs for easy navigation.The event offers..