Trail Running calendar near Chesham 2025-2026

We have found 382 Trailruns within 80 miles of Chesham. See below where and when you can find the races.

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.

Enjoy the Bath 50 Ultra Challenge on Saturday 28 March 2026, looping past the Royal Crescent and along the River Avon into beautiful countryside. Fully supported with GPS tracking, rest stops and medical cover, choose walking jogging or rac..

Run a guided trail half marathon across the rolling chalk hills and woods of the Chilterns with English Athletics qualified run leaders offering pacing and technique tips. Midrace refreshment, free parking and a finishers medal await.

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..

UTMB Index

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 Upcote Spring Trail is a limited entry 5 mile off road route around Upcote Farm near Cheltenham, featuring forest tracks, climbs and scenic Cotswolds views. Expect chip timing, medals for all finishers and a friendly festival vibe.

Take on a scenic 10K through Epping Forest on 29 March 2026, two laps on traffic free forest tracks with an undulating, multi terrain route. Limited to 600 entries and finishers receive a medal.

April 2026

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..

The Testway Ultra is a challenging ultra marathon held in Hampshire, England, featuring 40 and 50-mile distances along the scenic Testway footpath. The route stretches from the chalky downs near the Northern Hampshire/Berkshire border to th..

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.

Run the 54 mile Rose of the Shires Ultra, a scenic loop from Brixworth through Salcey Forest and along the Grand Union Canal. A UTMB index 100K with medals for all finishers, prizes for top three, checkpoints, cake and GPS tracking.

Take on a year of ultra adventure with the 50 Mile Grand Slam 2026, covering all four Centurion Running 50 mile races. Sign ups run April 26 2025 to March 14 2026 so grab your place and chase iconic trails and camaraderie.

Tackle the scenic South Downs Way 50, a 50 mile trail from Worthing to Eastbourne finishing with a lap on the track. Enjoy rolling chalk ridges and big views as this first race in the 2026 50 Mile Grand Slam.

UTMB Index

Run along the banks of the River Thames in Henley with half marathon, 10K and junior races, chip timing, unique medals and free race photos. Event village serves food and drinks and the event supports the Royal Berks Charity.

Run the Rosebud Marathon, a scenic 26.2 mile leg of the Rose of the Shires Ultra across Northamptonshire with roughly 60% trail and 40% road. Enjoy varied terrain, aid stations and live GPS tracking to Brixworth Country Park.

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.

Tackle the rolling hills and chalky trails of the South Downs at the Maverick East Sussex Trail Run in Stanmer Park, with routes from 5 km to 21 km and a climb past Ditchling Beacon. Scenic, timed and medal for finishers.