Trail Running calendar near Chiltern Hills 2025-2026

We have found 386 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

The Angmering Bluebell Trail Run, scheduled for April 27, 2025, is a celebrated annual event held at the Angmering Park Estate in West Sussex. Now in its 21st year, participants can choose between a 10-mile or a 10km trail run, both set against the stunning backdrop of blooming bluebells. The course..

The Surrey Hills Half Marathon is a scenic trail running event that takes participants through the stunning landscapes of the Surrey Hills, starting and finishing in Guildford. Covering a distance of 13 miles, the route features highlights such as St Martha's Church, the village of Shere, and breath..

The Rathfinny Run is a unique running event set in the picturesque Rathfinny Wine Estate, renowned for its sustainable practices and stunning landscapes. Scheduled for April 27, 2025, participants can choose between a 10.7km single loop or a challenging half marathon, both traversing hilly trails am..

Zigzag - The 'Other' Run is a unique running event scheduled for the same day as the London Marathon, offering participants a choice of distances: 5k, 10k, half marathon, or full marathon. Set at the Suffolk Running Centre in Bury St Edmunds, the event features scenic, officially measured routes. Ru..

May 2025

The Bat Challenge is an exciting running event hosted by Big Bear Events, taking place at Beacon Hill Country Park. This unique 6-hour challenge allows participants to run as many 5k laps as they desire, starting in daylight and transitioning into darkness. The course features a scenic route with a ..

The Mid Sussex Marathon Weekend is a popular running event returning for its 14th year in 2025, featuring a variety of races over a three-day Bank Holiday weekend. Participants can choose from a 10-mile race in East Grinstead, another 10-mile race in Haywards Heath, and a 10K race in Burgess Hill. T..

The Malvern Hills Ultra is an exciting ultra-running event scheduled for May 3, 2025, starting and finishing at Abberley Village Hall. Participants can choose from four distances: 23, 31, 38, or 47 miles, with the longest route featuring a challenging ascent of over 2,900 meters. The course primaril..

The Centurion Thames Path 100 is a prestigious 100-mile trail race that takes place along the scenic Thames Path, stretching from Richmond in London to Oxford. This event, now in its 14th year, features a mostly flat and fast course with a total elevation gain of 1,900 feet. Runners have a 30-hour t..

ITRA Points

The Mapledurham Backyard Ultra is a thrilling last-man-standing running event set to take place on May 3, 2025, at Mapledurham House in Reading. This ultra marathon features a 4.167-mile loop through scenic Chazey Woods, where participants run on the hour, every hour, until only one runner remains. ..

The Marlborough Downs Challenge is an exciting trail running event featuring two distances: a 33-mile race and a 20-mile race, both set in the stunning Wiltshire countryside. Participants will navigate scenic routes that include the Wansdyke Path, Tan Hill Way, and the White Horse Trail, with signif..

The Two Castles Trails is a unique trail running event featuring narrative races that guide participants through a circular route around the villages near Hedingham and Clare Castles. The marathon and half marathon routes are predominantly off-road, covering diverse terrains. Runners must follow wri..

The Three Forts Challenge is a renowned running event held annually in Worthing, featuring three race options: a full marathon, a half marathon, and a 5-mile trail run. The marathon, slightly longer than the traditional distance, takes participants through challenging terrain with steep climbs and s..

The Harewood Forest Trail Race is an annual event held in the picturesque Harewood Forest, located in the Test Valley, Hampshire. Participants can choose between 5k and 10k trail races, which feature undulating routes through beautiful landscapes, including fields and bluebell woods. The event promo..

The BigWayRound - Winchester Trails Festival is an award-winning, Gold-rated trail running event set for May 5, 2025. Participants can choose from four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, all featuring stunning views of the English countryside. The course is fully mar..

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 all levels of runners. Participants can expect ample par..

The Eastnor Castle Backyard event features 8-hour and 12-hour solo running options, as well as a relay format for teams. Participants will navigate a 4.167-mile course, with solo runners starting new laps on the hour. The relay option allows teams of various sizes to run continuously, with the flexi..

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..

The London 100 is an exciting 100KM running event set in Central London, organized by Camino Ultra. Participants will tackle four 25KM legs, exploring the city while passing over 100 iconic landmarks. The event is designed to cater to both first-time runners and experienced athletes, making it an in..

Run to the Sea Brighton is a scenic 50km ultramarathon that takes participants from Horsham to the Brighton seafront. The event features a diverse multi-terrain route, combining beautiful trails and rolling hills, making it suitable for both novice and experienced runners. With excellent organizatio..

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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..