Portsmouth
Trail Running Calendar near Portsmouth 2026-2027
Explore the top trail runs near Portsmouth for 2026-2027! We've gathered 95 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
A single loop 50 km trail race from Arundel through the South Downs with about 3,200 ft ascent, four aid stations, UTMB Index status and 2 ITRA points.
Trail running at Froyle Village Hall with 10 km and 21 km options, waymarked routes, marshals, water stations, event photos, and proceeds supporting the village hall.
Trail races at Cowdray Estate include 3 km kids, 5 km, 10 km and 10 mile options plus dog friendly canicross and a scored 10 km series.
A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.
Final of the Wacky Runs series at Alexandra Sports in Portsmouth on 18 April 2027, with multiple distances, a six hour format, and a Mutley finisher medal.
A blindfolded navigation challenge in Winchester where participants are dropped at unknown locations and must find their way back on foot. Options include 6 miles for visitors and 10 or 15 miles; no maps or GPS and a sealed emergency bag is used.
May 2027
A multi‑day trail event on the Isle of Wight with supported routes including 106 km, shorter 50 km and 25 km options, a 10 mile Cowes route, camping, and GPS tracking.
Pretty Muddy 5k at Southsea Common on 8 May 2027 features mud obstacles on a flat route, a minimum £50 fundraising target, and an age limit of 13 years and over.
June 2027
A repeating 6.706 km trail loop at Chilton Manor Farm around Godsfield Copse and Bugmore Hill, with on-site camping, water stations and race support.
A flat five mile out and back along the old Hayling Billy railway line on Hayling Island, organised by Victory AC and scheduled for June 2027, date tbc.
A fully marked 10 km trail race at Matterley Estate in the South Downs with 230 m ascent, a 1.5 hour cut off, medical support and a medal for every finisher.
A 100 mile non-stop footrace along the South Downs Way from near Winchester to Eastbourne with marked route, 12 aid stations, full medical support and a 30 hour cut off.
A 50 km nonstop trail race along the South Downs Way with a marked course, four aid stations, full medical cover and a nine hour cut off, finishing at Queen Elizabeth Country Park.
A multi-distance trail ultramarathon from West Dean Gardens on 19 June 2027, offering 30–100 km routes on the South Downs with on-course support and chip timing.
A muddy 5k obstacle course around The Common in Southampton where participants climb, crawl and slide through obstacles while raising funds for cancer research. Waves run every 15 minutes and participants must be 13 or older.
Multi-distance evening run at Cowdray Estate on 25 June 2027 offering 3 km, 5 km, 10 km and dog-friendly CaniRun options plus series medals and on-site refreshments.
A Wild Hybrid fitness race at Alice Holt Forest in Surrey combining trail running, fitness stations, timed results, multiple distance options, and event merchandise.
Trail running at Alice Holt Forest on 27 June 2027 with 10 km and Half Marathon routes, canicross friendly, chip timing and finisher medal.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.