Trail Running calendar near Maidstone 2025-2026

We have found 274 Trailruns within 80 miles of Maidstone. See below where and when you can find the races.

The Gosfield Backyard Ultra is a unique endurance running event held at Gosfield School in Essex, UK. Participants run a 4.167-mile (6,706 meters) loop every hour on the hour, continuing until only one runner remains. The course is fully marked and set within the scenic grounds of the school.The eve..

The Woldingham Marathon, held near Caterham, UK, offers both full (26.2 miles) and half marathon (13.1 miles) distances on an out-and-back course starting at Woldingham School. The route features a scenic mix of private roads, green valleys, wooded trails, and countryside views across Kent and Surre..

Trail Run Canterbury is a scenic trail running event held around the outskirts of Canterbury, starting from St. Edmund's School. It offers three distance options: 5.5 miles, 10 miles, and 20 miles, with the longest being two loops of the 10-mile course.The routes feature a mix of open countryside an..

The Chelmsford Brew Co Summer August Ale Trail 10K is a fun, charity-focused running event held at Brewery Fields, Great Baddow, Chelmsford. Scheduled for August 28, 2025, the 10K course is a GPX/Strava route with a narrative guide, emphasizing enjoyment over competition. Participants receive a drin..

The White Cliffs Challenge is a 51-mile endurance event starting from Betteshanger Sports & Social Club in Deal, Kent. The route showcases the stunning White Cliffs coastline, extending beyond Dover, then follows the North Downs Way, passes through the scenic Elham Valley, and traverses the rolling..

The Henley River Half Marathon, 10k & Juniors event takes place in Henley-on-Thames, UK, on August 30, 2025. This scenic trail run is suitable for both new and experienced runners, featuring routes around Henley-on-Thames with views starting and finishing at Temple Island Meadows, the Royal Henley R..

The London Backyard Ultra is a unique endurance running event held at Frylands Wood Scout Outdoor Centre in Croydon, London. Participants run a four-mile loop every hour on the hour, continuing until only one runner remains, testing their true limits. The event offers a challenging yet supportive at..

The Trail du Bocage à Samer will take place in Samer on Sunday 31 August 2025. You can run between 8 and 25 kilometers.

September 2025

The 2nd Galloping Grind 10k Trail Run takes place in Boreham, Essex, at Orchards, Damases Lane. This dusk race features a predominantly anti-clockwise trail course, with a new route introduced for 2025. Participants are advised to wear high-visibility or reflective clothing and carry mobile phones f..

The Ickworth Sunset Chase is a scenic running event held at Ickworth Park, a National Trust estate near Bury St Edmunds, Suffolk. Offering 5K and 10K distances, the race starts at sunset, guiding runners through landscaped parkland, meadows, forests, and rolling countryside. The course features mult..

The Shere 42k, 21k & 10k Multi Terrain Event is a trail running series held in the scenic Surrey Hills, an Area of Outstanding Natural Beauty. The event offers three distances: a 10k route with 123m ascent through woodlands, a new 21k half marathon featuring parts of the North Downs and Ranmore with..

The South Coast Challenge will take place in Eastbourne on Saturday 6 September 2025. You can run between 16 and 63 miles.

UTMB Index

The St Albans Stampede - 12hr Enduro is an ultra marathon held in the scenic Hertfordshire countryside, featuring parts of Heartwood Forest and Nomansland Common. Participants aim to cover the greatest distance by running multiple four-mile loops within a 12-hour period. The event accommodates solo..

The Muntjac 15 is a trail running event held on September 7, 2025, featuring a 15-mile course that connects five beautiful woodlands. This race is ideal for runners who enjoy hilly terrain, wooded areas, and single-track trails, offering a scenic and challenging experience. With a limited number of..

The Sufferings is a challenging trail running event held at Washington Village Hall in Pulborough, UK. The race features three distances: a half marathon, a full marathon, and a 39-mile ultra, all incorporating the toughest tracks of the Chanctonbury and Cissbury rings. Participants face significant..

The Farnham Pilgrim Marathon, held in Farnham, Surrey, offers runners a challenging and scenic trail marathon experience through the Surrey Hills. Known for its spectacular views, the course is primarily off-road, featuring multi-terrain and hilly sections that test endurance and skill. The event is..

The SOX 10km is a scenic multi-terrain running event held at the South Oxfordshire Brewery in Ipsden, UK. The course covers 10 kilometers with about 60% off-road terrain, including trails, woodlands, fields, and local roads, offering stunning countryside views. Suitable for all abilities, the event..

The Bradenham Blast is a highly regarded trail running event held in the scenic Chiltern Hills at Manor Farm, Bradenham, UK. It offers three distances: 5km, 10km, and a new half marathon, catering to runners of all abilities. The course features challenging hills, tranquil beech woodlands, rugged tr..

The HAVOC Twilight Series 2025 No.1 in South Ockendon is a midweek street orienteering event featuring a traditional score format. Participants navigate a single course through streets, local parks, and woods, aiming to visit as many controls as possible within two time limits: Long (60 minutes) or..

The c2c Essex Ultra is a one-day ultramarathon event held along the Essex Riviera, offering participants the choice of 30 or 50 miles. The 50-mile route starts at Upminster Station, while the 30-mile route begins at Lansdowne Primary School in Tilbury, with both finishing at Thorpe Bay Station. The..