Waterlooville
Trail Running Calendar near Waterlooville 2026-2027
Explore the top trail runs near Waterlooville for 2026-2027! We've gathered 111 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
May 2027
Trail run around Winchester offering 14 mile, 19 mile, marathon and 50K distances on marked, chip timed courses with aid stations and parking options.
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.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
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 on 11 June 2027 with 230 m ascent, medical support, medals for finishers and a 1.5 hour cut-off.
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.
July 2027
Trail races across the Serpent Trail from Haslemere to Petersfield, offering distances from 10k to 100k through South Downs habitats.