Trail Running calendar near Winchester 2026-2027

We have found 407 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Distances The event offers two distances: 45 miles and 30 miles. Date and Location The event takes place on Saturday, 7 March 2026. It is a loop course on the Community Forest Path around Bristol. The 45-mile race starts and finishes at Ash..

This event offers three distances—50 km, 25 km, and 10 km—through the scenic Chiltern Hills, starting and finishing in Amersham. It supports the charity Humanity Direct, with free entry available for fundraisers. The route explores villages..

UTMB Index

Sussex Coastal Trail Run in Eastbourne on 7 March 2026 follows coastal paths by the Seven Sisters and the English Channel, offering 10K, half, marathon and ultra distances on chalk and forest terrain with marked routes.

UTMB Index

Trail running at Hinton Admiral Estate on 7 March 2026 with 21.6 km, 15 km and 10.1 km routes; running, canicross and hike options through woodlands, heath and meadows. Finishers receive a medal, a drink and goodies.

Brutal @ Chawton offers a 5k or 10k off-road challenge on 7th March. The course combines muddy, water-filled terrain on Brick Kiln Farm with the technical trails and mining holes of Chawton Forest. A canicross option is available for runner..

Run scenic laps along the Thames towpath in Walton on Thames at the Ladybird Run, on flat off road trails with timed entries or a one hour rock up and run start window. Pick 5 km to ultra distances and complete as many laps as you like with..

Explore the trails of the Chiltern Hills on this guided 10km run near Berkhamsted. Run leaders provide tips and historical insights on a route past castle ruins. The event starts and finishes at Berkhamsted Football Club with easy rail acce..

A 13.1 mile out and back trail from Dorking to Leith Hill Tower with about 1,800 feet of ascent, four water stations and marshals on course. Entry includes a reusable medal, race number, beer and a cooked breakfast, with profits donated loc..

Run a flexible-distance coastal challenge with views of the Isle of Wight. Choose from 5K to ultra-marathon on a mixed-terrain, lap-based course. Enjoy an aid station and a relaxed start window.

Run a fast, flat race on the scenic Thames Path. Choose from marathon, half marathon, or 10km distances on this out and back route. The event offers stocked checkpoints and medical support along the course.

The Steyning Stinger is a spring trail running event in early March, offering marathon, 30k, and half marathon distances. It is a licensed and UTMB-indexed race with a fully supported course. Participants receive a sustainable medal and fre..

UTMB Index

Run through the scenic Rushmore Estate in Dorset, starting and finishing at the Larmer Tree Gardens. Choose from a Marathon, 20 Miles, a Half Marathon, a 10km, a Fun Run, or a Canicross race. Every finisher takes home a distinctive full-col..

A women-only trail run at Culden Faw Estate, Henley on Thames on 8 March 2026 celebrating International Women’s Day. Routes of 3 km, 6 km and 13 km across woodland and rolling parkland with chip timing, medals and refreshments.

This 10K course explores the Kent countryside, mixing roads and trails along the River Darent. Runners start at Heathside Sports Ground and finish with a bespoke medal. The village hall offers facilities, and marshals guide the way on roads..

This 50km trail ultra winds through the Chiltern countryside on two 25km loops from historic Stonor Park. Runners tackle 4000ft of climb past villages and ancient woodlands. It's a nine-hour event with food and drink vendors at the finish.

UTMB Index

A coastal trail run in Swanage, Dorset on 14 March 2026 offering three distances, coastal views to Corfe Castle and a vintage train return. Chip timed with finisher medals, on-course refreshments and marshals.

Explore the trails of the South Downs National Park near Winchester. Choose from three scenic routes of varying distances, all starting from the Matterley Basin Grand Prix Track. This dog-friendly event offers a hard-packed course with pano..

Explore new scenic routes on the North Downs and Greensand Ridge in West Kent. This walking and running event offers three distances with indoor checkpoints providing refreshments. Now in its 49th year, it finishes with hot food at West Hea..

Take on Phoenix Running's Octopus Run on 15 March 2026 at Walton on Thames for a scenic towpath challenge along the River Thames, with distances from 5 km to ultra and flexible start times. Finish your effort and collect a bespoke finishers..

Join the Pendock Spring Chicken Run on 15 March 2026 for scenic Worcestershire routes with 10K, 5K and a 1K fun run for all ages. Enjoy medals, prizes and help raise funds for the local school.