Trail Running calendar near Maidstone 2025-2026

Run through the South Downs at Stansted House Trail Run, choosing 10 km, 16 km or 21 km routes that wind through woodlands, fields and rolling hills. Enjoy chip timing, a finisher medal and marshals for a memorable spring trail.

Join the Y2Y North Downs Trek / Run on 22 March 2026 for a scenic trek along the North Downs Way to YMCA East Surrey, Redhill. Choose 26.2 or 14 miles, enjoy support stops and finish with a commemorative medal and technical t shirt.

Run the Windsor Trail Run on Sunday 22 March 2026 at Alexandra Gardens, a flat, well marked trail with distant views of Windsor Castle. Choose 10K or Half Marathon with chip timing, post race goodies and an event village to celebrate.

Join a guided 10km trail run at Hankley Common to explore the Lion's Mouth Atlantic Wall and scenic filming locations. Led by an experienced coach, this social group run offers kit advice and chances to trial trail gear.

Run the Wild Half Marathon brings a guided 13 mile trail through the Chiltern Hills with rolling chalk climbs and wooded trails. English Athletics run leaders group you by ability, offer coaching, and a midcourse refreshment stop and finish..

Tackle a scenic, hilly timed challenge at Pippingford Park with 10 hours to complete up to ten laps of roughly 3, 4 or 5 mile loops. Enjoy rugged trails, basic camping and a finisher medal and coloured shirt to celebrate your day.

The Springtide 50k is an ultra running event held in the historic town of Arundel, West Sussex. This single-loop course offers a runnable, non-technical route through the scenic South Downs, making it ideal for beginners and experienced run..

Tackle 16 miles of undulating trails from Combe Gibbet to Overton across scenic Berkshire and Hampshire countryside. Managed transfers and kit transport included make this a classic spring cross country adventure.

Run London Epping Forest Trail 10K invites runners to tackle two laps of scenic, undulating forest tracks in Chingford, with chip timing, a finisher medal and cash prizes for top three men and women. Entries limited to 600 so book early.

Celebrate the Galloping Grind reopening with the 3rd 10 km trail run at dusk in this Easter Egg edition. Only 30 places, includes a T shirt and post race egg hunt; bring a headtorch and high visibility gear.

Join the Eggcellent Easter Orange Run along the Thames for a fun, flexible 7 hour challenge where walkers are welcome and a cheerful orange egg medal awaits anyone covering at least 3 km. Riverside route, tasty aid station treats, and festi..

Saturn's 7 Hour Time Challenge at Wraysbury Skiff & Punting Club (Wraysbury, TW20) is an inclusive, self-paced race along the River Thames. Entrants choose a distance from a 3 km lap, with full laps around about 7 km (4.37 miles) or a short..

Take on the Mortimer 10km on Monday 6 April 2026 at Mortimer Fairground, a scenic off road route through local woodlands and bridleways. A dog friendly canicross 10 km option lets you enjoy the race with your canine companion.

Take on four iconic Centurion 50 mile challenges across 2026 with the 50 Mile Grand Slam package, starting with South Downs Way on 11 April. Secure your spot when entries open 26 April 2025 for a season of epic trails and camaraderie.

Take on the iconic South Downs Way 50, a 50 mile trail race on 11 April 2026 from Worthing to Eastbourne. Expect 85 percent trail, 5700 ft of climbing, sweeping chalk ridge views and a finishing lap on the Eastbourne Sports Club track.

Run the Henley River Half Marathon, 10K or Junior Race at Temple Island Meadows and enjoy scenic, mixed terrain trails along the River Thames. Expect themed medals, free photos and a lively event village with food, drink and family fun.

Run the spring trails at Cowdray Estate with 5 km, 10 km, 10 mile, junior races and canicross options. Scenic sandy heathland and mixed trail sections through wildlife rich commons deliver a rewarding, characterful day out.

Take on the Haughley Festival of Running at Haughley Park Suffolk, with distances from 5k to ultra and a cap of 300 entrants. Enjoy undulating park and woodland laps, secure on site parking and a bespoke finishers medal.

Discover the Windsor 50 Ultra Challenge, a looped Great Park and Thames Path event offering 10 km, 25 km and 50 km options with Castle views and support along the route. Walk, jog or run from Windsor Racecourse and enjoy a lively festival a..

Tackle the Chiltern Ridge Classic 50K on 18 April 2026 along a scenic 51K Ridgeway route via Ashridge, Ivinghoe Beacon and Whiteleaf Hill. Limited to 400 runners, this UTMB race delivers big views, full support and a true trail challenge.