Trail Running calendar near Winchester 2025-2026

The Weymouth Bay 10K is a scenic charity fun run held in Weymouth, Dorset, starting at Bowleaze Green near the Riviera Hotel. The course is an accurately measured out-and-back route featuring two laps, extending towards Pleasure Pier and re..

Run a scenic 10 km along the Thames and Jubilee River through Windsor, Dorney and Eton, finishing by the Windsor & Eton Brewery. Multi terrain course with a medal and post race pint makes this a perfect social and club outing.

Up on the Downs, hosted by Tri-Counties Trail Running, takes place at Breamore House near Salisbury. Runners can choose from 5k, 10k (about 11.5k), or a half marathon, all starting and finishing at Breamore House. The route is mainly trail,..

Take on the rugged Imber Ultra, a 33.5 mile multi terrain trail around Salisbury Plain starting from Westbury. This charity fundraiser on 1 March 2026 follows the Imber Range Perimeter Path clockwise and welcomes adventurous trail runners.

Join a guided 10 km trail from Silent Pool, Albury along the North Downs Way through Netley Heath to Shere, with sunset or headtorch night options. Led by a qualified guide, the run features kit trials and sometimes an alcohol free beer.

Brutal at Chawton is a raw trail run across muddy woodland, water filled craters and steep sided valleys with tight technical trails. Options for 5 km or 10 km include dedicated canicross waves so bring your dog and expect big challenges.

Tackle the Winter GMU, a scenic winter ultra around Bristol along the Community Forest Path with 45 mile and 30 mile options. Self navigated with checkpoint support, it rewards finishers with a technical tee and bespoke medal.

Take on the stunning Sussex coastal trails at Eastbourne on 7 March 2026 with 10K, half marathon, marathon and ultra options that pass the Seven Sisters cliffs. Expect challenging chalk and forest terrain, great views and full event support..

Join the Humanity Direct Amersham Ultra on 7 March for scenic footpath and bridleway routes of 10 km, 25 km or 50 km starting at Dr Challoner's School. Run or walk to fundraise for Humanity Direct and earn a finisher medal.

Run through ancient New Forest woodlands, heath and meadows with 10km, 15km and 22km route options. Dog friendly, with canicross categories, chip timing and medals.

Join the Thames Meander, a riverside race from Barnes along the Thames Path with flat, fast and scenic out and back routes. Choose 10k, half or full marathon routes with waymarked course, stocked checkpoints and medical support.

Tackle the Leith Hill Half Marathon, a scenic 13.1 miles cross country run from Dorking to Leith Hill Tower and back with about 1,800 feet of climbing. Enjoy stunning views, a commemorative medal and a full cooked breakfast at the finish.

Take on the Wight Riot, a mixed terrain coastal path run at Hordle Cliff West with stunning views of the Isle of Wight and passages past Sturt Pond. Choose a 5K or multiple lap ultra and earn a finisher medal for every completed lap.

Discover the Hundred Hills 50 km, a challenging trail ultramarathon through the scenic Chilterns at Stonor Park on 14 March 2026. Two 25 km loops with about 4000 ft of climb and a nine hour cut off promise tough trails and big views.

Take on the Maverick Hampshire Trail at Matterley Basin, a scenic, undulating route through South Downs woodland with panoramic views to Cheesefoot Head. Choose 5 km, 16 km or a challenging 24 km half marathon and enjoy timed results, finis..

Run from Swanage seafront to the dramatic ruins of Corfe Castle along scenic chalk and sand trails past Old Harry Rocks and Studland. Finishers can ride a private steam train back to Swanage for a memorable end to the day.

Discover three brand new scenic routes across the North Downs and Greensand Ridge at the Sevenoaks Circular Challenge on 15 March 2026. Choose 15, 20 or 30 miles and enjoy supported checkpoints, hot finish food and sweeping North Downs view..

The Gratitude 25km is an exciting running event taking place in Broxbourne, UK. This race is designed for runners of all levels, promoting fitness and community spirit. Participants will enjoy a scenic route while challenging themselves to..

Join a guided 13 mile trail run around Guildford's Surrey Hills, visiting St Martha's Hill, Shere and the North Downs Way. Enjoy a friendly group pace, kit support and optional post run refreshments.

Take on the South Downs Way with Winter's End, a scenic trail event offering a 50 mile ultramarathon and two marathon options between Arundel and Winchester. Expect chalk ridge views, well stocked aid stations and a true point to point adve..