Trail Running calendar near Chiltern Hills 2025-2026

We have found 468 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..

April 2026

The Galloping Grind 10k Trail Run will take place in Boreham on Wednesday 1 April 2026. You can run 10 kilometers.

Run or walk riverside laps along the Thames at the Eggcellent Easter Orange Run in Runnymede, a flexible multi distance event for all abilities. Choose anything from 3 km to a 7 hour time challenge and earn an Easter egg themed medal.

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..

Run the Testway Ultra on 4 April 2026 and choose a scenic 40 or 50 mile route along Hampshire's Testway with regular aid stations and a 14 hour cutoff. Medals and prizes await finishers.

Take on the Unbreakable Treasure Run on 5 April 2026 at Xcel SPORTS HUB, Walton on Thames, running timed laps along a flat riverside towpath from 5 km to ultra. Limited places and a 7 hour time cap make this a focused challenge with a keeps..

Take on the Mortimer 10km through scenic Berkshire woodlands on Monday 6 April 2026. This undulating two lap off road course features chip timing, medals and a dog friendly canicross start for runners with dogs.

Take on West Wight 3 Hills, an undulating 8 mile coastal loop from Freshwater that climbs Tennyson Down and Alum Bay. Organised by Ryde Harriers, it is scenic, testing and gives every finisher a souvenir.

Run the Rose of the Shires, a scenic 54 miles loop from Brixworth Country Park through Salcey Forest, canal towpaths and 21 villages. Mostly off road and a UTMB index 100K, the route offers navigation challenges and relay team entries.

Take on the 50 Mile Grand Slam, a series of four Centurion Running 50 mile events across 2026. Tackle iconic routes from the South Downs to Wendover Woods and earn a special series finish for completing them all.

Tackle the iconic South Downs Way 50 mile trail from Worthing to Eastbourne on 11 April 2026, a scenic but demanding route across chalk ridges with 5,700 ft of climb. Finish on Eastbourne athletics track and earn your hard won medal.

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.

Tackle the Rosebud Marathon, a scenic 26.2 mile section of the Rose of the Shires Ultra around Northampton. Expect mixed trail and road terrain, live GPS tracking, manned checkpoints and a finisher medal.

Spring Run the Seasons Cowdray on April 11 offers scenic trail races across Cowdray Estate and the South Downs, with distances for kids, juniors and adults plus dog friendly CaniRun options. Enjoy varied trails and country views for all abi..

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.

Join a guided trail marathon through the Chilterns and Ridgeway into Wendover Woods, tackling rolling hills and technical single track while qualified run leaders steer small ability groups. Midway refreshments and a wooden Run the Wild fin..

Flat, traffic free out and back ultramarathon on the scenic Brampton Valley Way with 14 mile one way or 28 mile round trip options. Bring a head torch for the tunnels and your own cup as the race is cupless.

Run a scenic 10k through the Nene Valley and rolling Northamptonshire countryside on 12 April 2026. Fully marked and marshalled, the trail winds along green fields, farm tracks and old railway lines, so bring a reusable bottle for aid stati..

Tackle the Brighton Trail Marathon, a 42 km off road adventure from Stanmer Park across the South Downs to a Hove Lawns finish. Expect woodland and chalk tracks, a climb up Ditchling Beacon and spectacular coastal views.

UTMB Index

Set off from Windsor Racecourse on looped 10 km, 25 km and 50 km routes that sweep through Windsor Great Park, past Windsor Castle and along the Thames Path. Fully signed and supported with rest stops, catering and app tracking for walkers..

UTMB Index