Trail Running calendar near Chesham 2025-2026

We have found 381 Trailruns within 80 miles of Chesham. See below where and when you can find the races.

Chase the sunset across Ickworth Park's limestone paths, woodland and meadows in a scenic 5 km or 10 km trail run. Finishers receive medals and top three men and women take home trophies in this atmospheric evening event.

Run along the Thames at the Henley River Half Marathon, 10K and Junior Race starting and finishing at Temple Island Meadows. Enjoy a scenic mixed terrain course, themed medal, free photos and an event village with food and charity options.

Run the South Downs Way from Eastbourne to Arundel, via Beachy Head, the Seven Sisters and Devil's Dyke for stunning coastal and downland views. Choose a continuous 100 km or a two day option with full support and camping.

Join the Carnival Chase in Warminster Town Park on 6 Sep 2026 for a scenic lakeside run along country lanes, tracks and trails. Choose 10K, 3K or a 1.2K family friendly wheelchair and buggy fun run while supporting Warminster Carnival.

Guided 10km evening trail run around Silent Pool, following the North Downs Way through Netley Heath to Shere. Sunset and headtorch night runs are social guided outings not races, ideal for fit trail runners.

Run scenic, undulating woodland and lakeside trails around Bewl Water in Lamberhurst, Kent, with distances from 10K to a 50K ultra. This biannual series, praised by Runners World, offers measured courses, route maps and finisher medals.

Take on the Thames Path Ultra on 12 and 13 Sep 2026, with continuous or two day routes from Fulham to Henley along scenic Thames. GPS tracking, signed support, medical care and on route massage plus a medal, T shirt and finishers meal await..

Discover the Shere Multi Terrain Event, a scenic trail running festival in the Surrey Hills AONB with 10k, 21k and marathon routes that showcase dramatic views and big climbs. Expect an expo village, on site food and fortnightly training ru..

Run the scenic, hilly Farnham Pilgrim Half Marathon on 13 September 2026 in the Surrey Hills, starting at The Sands Recreation Ground. Enjoy off road, multi surface trails, plentiful aid stations, marshals and sweeping views.

Join Rye Ancient Trails 30k or 15k through the High Weald, linking Norman churches with rolling hills, woodland and coastal views. Enjoy a town crier start, friendly community marshals and post race tea and cake.

Join the Alf Shrubb Memorial 10k and 5k in Slinfold, a friendly trail race through West Sussex countryside finishing at Slinfold Cricket Club. Chip timing, medals, cakes and a licensed bar make it a lively community fundraiser supporting lo..

A scenic 13.1 mile trail through Richmond Park, starting and finishing at Sheen Gate. Rolling trails, lakeside views and woodland wildlife make this a refreshingly classic half marathon for runners of all levels.

Join Chiltern Wonderland 50, a scenic 50 miles (81 km) loop from Goring on Thames through the Chiltern Hills with 1700 m of climb and about 80% trail. Five manned aid stations and a lively finish village await.

UTMB Index

Run the Cotswold Half Way is a 47 mile nonstop trail race along the Cotswold Way from Chipping Campden to Painswick, offering classic rolling countryside and a true ultra challenge. TRA licensed and run under UK Athletics rules, the event s..

UTMB Index

The Lucky Horseshoe invites runners to tackle scenic out and back trails around Bury St Edmunds on 19 September 2026, with distances from 5k to ultra and friendly aid stations. Expect a bespoke finisher medal and a welcoming race village at..

Tackle the Cotswold Way Century, a stunning 102 mile single stage trail from Chipping Campden to Bath on 19 to 20 September 2026. Enjoy iconic Cotswold scenery, support stations and a 32 hour cut off for an epic endurance challenge.

Run Triple Trail Races at Loddington Farm on 19 September 2026 and link the North Downs Way Greensand Way and Weald Way across 25 km to 100 km options. Expect a revamped 50 km, a buzzing race village and on site camping.

Event overview The Bradenham Blast takes place on Sunday 20th September 2026 and offers three trail distances: 5km 10km Half Marathon (21.1km) Routes run through beech woodland and across the Bradenham Estate in the Chiltern Hills, which..

Run across open plains and winding forest trails in the New Forest National Park at Hyde Common, the final race in the Classic Element Trail Series inspired by Air. Choose from 18 miles, marathon or 50k ultramarathon on fully marked and mar..

Run scenic bridleways at the Clipston Trail Half or Country 5 Miler, starting and finishing at Clipston Recreation Ground. Enjoy homemade cakes and a finisher medal while helping maintain local playing fields.