Trail Running calendar near Winchester 2025-2026

Run the Wild Half Marathon - Chiltern Hills The Run the Wild Half Marathon is a guided trail event based in the Chiltern Hills, starting from The Home Office in Tring. The route covers around 13 miles (about 21 km) with approximately 300 m..

Cowdray 'Run the Seasons' - Spring Trail Run The Cowdray 'Run the Seasons' Spring Trail Run takes place at Cowdray on Saturday 11 April 2026. It is a trail running event held on Heyshott and Ambersham Common and is one of the seasonal Cowdr..

RunThrough Trails Beat Box Hill October 2025 The event takes place on Saturday 11 October 2025 at Box Hill Trail, Tadworth KT20 7LB (Event location: The Old Fort, Box Hill Road). The races are trail format with mapped courses for each dista..

Enjoy scenic autumn trails at Cowdray Estate with 5 km, 10 km and 10 mile routes through ancient woodland, deer park and technical descents. Canicross categories and festival vibes from the Farm Shop Apple Day add extra fun.

The Barrows and Downs event, organized by And Over Trail Events, is a marathon and half marathon set in the historic southern Salisbury Plain in Wiltshire, England. Participants run among ancient barrows dating back to 3500 BC, enjoying sce..

Buckingham 10k is a charity running event in Buckingham Town Centre. The 10km multi-terrain route, organized by Run for the Sky, starts in the town centre and winds through Stowe Avenue, Stowe National Trust Gardens and farmland, offering a..

The Ridgeway Run is a challenging 15-kilometre (9.3 miles) trail race organized by Tring Running Club, featuring scenic routes mainly on footpaths and bridleways with stunning views of the Chilterns. The course starts near Tring, ascends th..

The Bristol Epic Trail Ruck will take place in Long Ashton on Sunday 12 October 2025. You can run between 6 and 10 kilometers.

North Chilterns 50K - Event overview The North Chilterns 50K is a trail ultra held from Putteridge Bury Country House. The 4th edition takes place on Sunday 12th October 2025. The course distance is 50 km with approximately 798 m of elevati..

Event The Titsey Trail 10k is an annual off-road race organised by Oxted Runners. The next edition is scheduled for Sunday 12 October 2025. The race distance is 10k. Entries are managed by Nice Work Race Management. The event is held under..

Event The Frieth Hilly 5km and 10km is scheduled for 12 October 2025 at Frieth Primary School, Frieth Hill, Henley-on-Thames RG9 6PR. The courses run in the Chiltern Hills between Marlow and Henley-on-Thames, about 35 miles from central Lon..

Event overview The South Downs Way Ultra Run is a guided 30-mile trail run that starts and finishes at Harting Down in West Sussex. The route follows sections of the South Downs Way and nearby trails, passing Beacon Hill, Cocking Down and K..

Event details The Marlow Donkey is a walking and running challenge held on 12 October 2025 in Marlow, Bucks. The event base is Liston Hall (Marlow Community Association), Chapel Street, Marlow, SL7 1DD. It is organised by LDWA - Thames Vall..

The Forest of Dean Ultra Marathon will take place in Coleford on Saturday 18 October 2025. You can run 34 miles.

The The Maverick Jurassic Coast X-Trail will take place in Corfe Castle on Saturday 18 October 2025. This trail is organized by Maverick Race. You can run between 12 and 102 kilometers.

Autumn 100 : event overview The Autumn 100 is a 100 mile (approximately 161 km) continuous trail race held on 18 October 2025 from Goring & Streatley on the River Thames, Oxfordshire. The route is four out-and-back spurs of about 25 mil..

Gatliff Marathon : 18 October 2025 The Gatliff Marathon is an annual challenge walk, jog or run. The 2025 event is the 41st edition and takes place at Edenbridge Cricket Club, Matthew Cox Community Pavilion, Blossoms Park, Mill Hill, Edenbr..

Herstmonceux 8km Trail Race is a picturesque off-road loop around Herstmonceux, centred on Herstmonceux Village Hall (BN27 4JX). The 8km course winds through fields, bridleways and woodland with views toward the South Downs; distance is app..

Herepath Half is a trail running race staged in rural Somerset, starting from Thurlbear Primary School near Taunton. The course generally follows the circular Staple Fitzpaine Herepath Trail in the Blackdown Hills, spanning about 13.7 miles..

Take on the Bedgebury Forest Half Marathon or 10K on 19 October 2025, winding through scenic, traffic free trails in the national pinetum. Expect mud after rain, a bespoke medal and free photos, with limited on the day entries if available.