Trail Running calendar near Winchester 2026-2027

An endurance event at Huntley Estate on July 18, 2026 that pairs eight physical strength tests with 1 kilometre off-road runs after each test, with official times, medals, age group categories, parking and space for spectators.

MacTuffX Brighton on 18 July 2026 at Withdean Stadium combines ten structured Xercises with repeated runs in solo, doubles and five person relay formats and includes a LITE weight category.

Pretty Muddy 5k at Tilgate Park in Crawley is an obstacle course around Tilgate Lake with climbs, crawls and slides. The event raises funds for Cancer Research UK and offers on-site toilets, refreshments and parking.

A muddy 5k obstacle course at Stoke Park in Guildford on 18 July 2026 with staggered wave starts. Entry fees and a minimum fundraising target apply; participants must be 13 or older.

A vineyard run and walk at Denbies Wine Estate near Dorking with trails across the North Downs, followed by stone baked pizza and a Denbies wine tasting. Trail shoes recommended and free parking is available at the estate.

A one-lap fun trail run at Myncen Farm near Blandford Forum, set across fields and tracks. Open to ages 4+, children under 10 must be accompanied; places are limited and a weekend camping option is available.

A one-lap trail run at Myncen Farm on 19 July 2026, held on farm tracks and fields with a camping option over the weekend. Open from age 4 with a 100-entrant limit and a ten pound entry fee.

A trail 10K.ish at Myncen Farm on 19 July 2026, run as two laps with a 2.5 hour cut off and camping available over the weekend. Entry is limited to 136 runners, minimum age 16, with different fees for affiliated and unattached entrants.

A chip timed 10 km race around Highfield Park and the Alban Way in St Albans on 19 July 2026. The event village features a free family fun run, kids zone, live music and a charity partnership with Alzheimer’s Research UK.

Multi-distance runs along the Wye Valley Greenway, including a long lit tunnel section. Mostly flat routes on former railway track with feed stations, clear marking and event medals for 5 km or longer.

A trail event at Pippingford Park Manor offering 10 mile and 5 mile options on hard packed forest trails with about 1568 ft of climbing. The route includes notable climbs and descents, bespoke medals for finishers and free parking.

A trail half marathon and 10k on Wimbledon Common on 19 July 2026, with marked miles, marshals and a 3.5 hour cut off. RunThrough provides an event village, finish-line goodies and an optional event t-shirt.

A hilly multi loop trail event around Holmbury Hill offering a half marathon and a same day 10 mile option, with six drink stations, first aid support, free parking, and a commemorative medal for finishers.

A five mile cross-country race at Queen Elizabeth Country Park on Sunday 19 July 2026, held for PJC's 50th anniversary. The event uses chip timing, on-site race number collection, online entry and a transfer code process.

A 10 km mixed-terrain event around Valley Park and Knightwood split into five timed stages, featuring chip timing, marshals, a kids Twiglet Tour, on-course water and food at the finish.

A 7 hour timed challenge along the River Thames with lap based distances and official medals from 3 km. The event offers goody bags including a vegan option plus distance pins for half marathon and longer.

A Friday running event on a flat 5.3 km out-and-back riverside lap near Walton on Thames offering distances from 5 km to ultra and finishers' medals including spinning Rubber Ducky designs.

A timed, lap format run along The Itchen Way in Winchester with a professionally measured, permitted course. Runners may complete multiple 2.62 mile laps up to ultra distance and receive a bespoke finisher's medal and aid station provisions..

Trail races from Queen Elizabeth Country Park across sections of the South Downs Way, offered at 12K, 25K and 50K, with marked routes, stocked aid stations, marshals and a serviced event village plus chip timing and finish medals.

Bright Skies Surrey Hills is a daytime trail event at Denbies Wine Estate with marathon, half marathon, 10K and children's races. The marathon features a self navigation first half with checkpoints and a fully marked second half.