Trail Running calendar near Windsor 2025-2026

Run riverside trails and village lanes at Roman River Trails, a self navigated half and full marathon near Colchester. Expect scenic river crossings, varied terrain, stocked aid stations and a cupless format so bring a cup.

Run a single loop 50 mile through the scenic Chiltern Hills with about 1700 m of climb and riverside views. Fully marked route with staffed aid stations and medical cover makes this a rewarding, serious ultramarathon.

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..

The Lucky Horseshoe on 19 Sept 2026 invites runners to tackle 5k to ultra routes across the Gallops and Golding Hills near Bury St Edmunds. Enjoy friendly aid stations, included parking and a bespoke finisher medal.

Challenge yourself over 102 miles of the Cotswold Way from Chipping Campden to Bath across 32 hours on 19 and 20 September 2026. Expect relentless hills, sweeping views, supportive aid stations and a buckle for finishers.

Run the Triple Trail linking three scenic Kent routes with 25 km, 50 km or 100 km options, finishing at Loddington Farm. Enjoy a lively race village with food, camping, recovery services and evening entertainment.

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..

BigSky Trails on 20 Sept 2026 invites runners to airy high New Forest routes as the finale of the Classic Element series. Pick 18 miles, marathon or 50k ultramarathon across open plains and winding woods on fully marked, marshalled routes.

Trail running through rolling countryside around Clipston near Market Harborough, with a choice of a half marathon or a 5 mile race. Friendly village atmosphere with on site parking, medals and homemade cake for all finishers.

Looped trail running at Avon Tyrrell in the New Forest, circling a Grade I listed manor on technical forest trails that blend scenery and challenge. Pick your distance on the day from 5K to ultramarathon and earn a finisher medal.

Run the flat, riverside Ouse Valley routes in Huntingdonshire with marathon and half marathon options on grass, gravel and tarmac paths. Enjoy peaceful river views and fast courses suitable for trail runners of all levels.

Experience the Chiltern 50 from Henley Showground with looped 10 km, 25 km and 50 km trails, scenic climbs and on site camping. Fully supported with aid stations, GPS tracking and a finisher meal with medal and t shirt for all abilities.

Join the Pumpkin Run in Colchester for scenic, mostly flat routes through fields lined with pumpkins and traffic free farm tracks. Choose 10K, 5K or a 1K family run and enjoy an event village with fun activities and a finisher medal.

Race on the Chase features marathon, half marathon and 10k routes across rolling chalk downland, woodland and ancient sites in Martin Down, finishing at Salisbury Racecourse. Every finisher gets a medal and the top three men and women win t..

The Grantchester Charity Runs will take place in Grantchester on Sunday 27 September 2026. You can run 10 kilometers.

The South Downs 100 mile (Autumn Event) is a challenging single-loop trail race held in the scenic South Downs National Park, starting at Plumpton Racecourse in Lewes, East Sussex. Covering 100 miles with over 12,000 feet of elevation, the..

Run to the Sea Bournemouth is a 50 km ultra on 3 October from Moors Valley to Hengistbury Head via flat forest trails and seafront paths. Fully supported with feed stations, medical cover and a bespoke medal.

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

Take on 25 km of scenic trails through Epping at the London EcoTrail, an eco focused run that blends challenge with beautiful countryside views. Perfect for trail lovers seeking a green, memorable race day.

Run under the stars on the South Downs at The Dark Downs, a dusk to dark looped event at Plumpton Racecourse offering 50k and Half Marathon distances. Enjoy rolling trails, reflective course markings and volunteer aid stations.