Trail Running calendar near Winchester 2025-2026

Join the G3 trail run series in the Surrey Hills around Newlands Corner with races on 10 Jan, 31 Jan and 28 Feb 2026. Choose 10 km or 15 km courses across scenic, technical trails and save with three race bundle options.

Join guided recce runs of the East Devon Round Ultra in early 2026, including the new 25km Quarter route. Free for entrants or a small £3 donation for others, led by Ruby Red Running guides with groups adjusted by ability and pace.

Warm up your winter with the Winter Hot Chocolate Series, three friendly cross country races around Bramshill Plantation based at St Neot's School. Enjoy chip timing, themed medals and hot chocolate treats, plus a fun 1 mile kids race.

Take part in Festive 5 on 11 Jan 2026, a 5 mile off road run along the River Avon through Fladbury and Lower Moor. Organised by Friends of Fladbury, this fundraiser offers free cake, spot prizes and supports local community projects.

Explore scenic off road trails around Farley Mount near Winchester with 12 km and 21 km options, chip timing and a finisher medal. Start and finish at Sparsholt College with great parking and welcoming race day support.

Explore Hankley Common on a guided 10km trail run that passes a World War Two Atlantic Wall replica and scenic heathland. Run with a qualified coach, test trail kit along the way and enjoy a social finish at the car park.

Run the Maverick New Forest Gravel at Holmsley Campsite, Burley, through ancient woodland with 6 km, 12 km and 22 km routes. Enjoy scenic gravel trails, some mud and short climbs for a true forest challenge.

Join Ryde Harriers for a three race cross country series at Smallbrook Stadium in Jan and Feb 2026, with a testing 10 km course and a 6.5 km youth option. Expect varied terrain, team trophies and friendly club racing with limited entries.

Take on the Riverbank Rollick a scenic 9.6 mile off road trail run along riverside paths, through woodland and a stream crossing. Earn a metal finisher medal that links to two other Thornbury Running Club races for a collectable series.

Take on the Arundel and SDW Winter Trails 2026, a point to point off road run from Heyshott to Arundel by Arundel Castle. Choose marathon or 15 mile routes through rolling fields and riverside trails and cross a scenic suspension bridge.

Take on a three hour trail challenge from Holmbury St Mary and complete as many 5 km laps as you can across scenic Surrey Hills trails and the climb to Holmbury Hill. Entry includes a bowl of chilli or curry and a headtorch is required.

Tackle a wet and hilly trail at Bagshot on Saturday 24 January 2026, with splashy puddles and twisting climbs to test you. Choose a single lap 5 km or two lap 10 km for a muddy, adventurous winter race.

Run a scenic, flat trail through Alexandra Gardens near Windsor Castle with 10K and half marathon options. Chip timed, marshalled and offering free photos, post race goodies and a tech tee deal.

Tackle scenic, eco friendly trail races through Ashdown Forest at Pippingford Park, with 10 and 5 mile options over rolling, hilly trails. Enjoy forest views, supportive volunteers, bespoke medals and cash prizes for top finishers.

Experience iconic views of Stonehenge on the Stonehenge Stomp, a friendly walking event that also welcomes runners. Choose routes from 5 km to 40 km and book online when entry opens on 1 November 2025 as places are limited.

Choose the Moors Valley Wildwood Trail Half Marathon or 10K through scenic woodland and muddy gravel trails where deer and birds of prey may appear. Chip timed, eco friendly event with aid stations and a wooden finisher medal.

The Longbridge 100 Backyard Ultra is a last-man/woman-standing race staged at Longbridge Farm Barns near Litlington in Alfriston, England. Each loop is 4.2 miles and begins on the hour, with competitors required to be inside the corral when..

Run scenic trails on the South Downs at Queen Elizabeth Country Park with 8, 15 or 22 km routes through woodland and rolling chalk tracks. Dog friendly, timed and offering water stations and finisher medals, it suits runners of every level.

Join the G3 Series on Saturday 31 January 2026 for scenic 15 km and 10 km runs near Hound House Road in Surrey. Friendly, well signed courses and easy parking make this a perfect winter tune up for runners of all paces.

Run through Bedgebury National Pinetum and Forest on beautiful undulating multi terrain trails with 10 Mile, 5 Mile and junior options. Expect mud, a bespoke medal, free photos and trophies for top finishers.