Portsmouth
Trail Running Calendar near Portsmouth 2026-2027
Explore the top trail runs near Portsmouth for 2026-2027! We've gathered 70 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
Trail run near Winchester on 10 January 2027 with 21.4k and 12.1k routes around Farley Mount, chip timing and finishers medals.
February 2027
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.
Two coastal half marathons in Portsmouth and Langstone across Valentine’s weekend, with an optional ferry crossing and a bonus medal for completing both days.
BigMud Trails (EARTH) offers three single lap trail races in the Meon Valley from Queen Elizabeth Country Park. Courses include climbs to Butser Hill, stocked aid stations, mandatory fluid carry and an option to plant a tree instead of a medal.
A 30 mile non-competitive group trail run from Harting Down along parts of the South Downs Way, passing Beacon Hill, Cocking Down and Kingley Vale. Led by an experienced guide and recommended for those who have run at least 22 miles in training.
Coastal trail runs around Chidham Peninsula with views across Chichester Harbour, offering 21.3k and 16.1k routes plus chip timing and on-course refreshments.
March 2027
A coastal mixed terrain event at Milford on Sea with an out and back 5.3 km lap. Runners pick their distance from 5K to ultra with aid stations, toilets, and a medal for anyone completing at least one lap.
A 24 hour endurance format at Alice Holt Forest where runners repeat a 6.7 km loop each hour, finishing laps within 60 minutes. Wooden medals are given to finishers and a wooden trophy is awarded to the overall champion.
Point to point trail races on the South Downs Way offering a 50 mile ultra, a 50 km ultra and a marathon with marked routes, aid stations, coach transfers and an option to plant a tree instead of taking a medal.
Trail races of 21.4k, 16.1k and 10k through South Downs woodlands and estate grounds with chip timing, medals and on course support.
Trail running at Matterley Basin on 20 March 2027 with three route choices through South Downs chalk downland, woodland and ridgelines; marked courses, hydration outposts and free parking.
April 2027
A single-loop 50 km trail race around Arundel and the South Downs with four aid stations, about 3,200 ft of ascent, UTMB Index status and live GPS tracking.
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
Coastal trek and trail event on the Isle of Wight with routes from 10 mile to 106 km, regular support stations, camping, transfers and GPS tracking.
A mud obstacle 5k at Southsea Common with climbs, crawls and slides on a mainly flat route. Waves start every 15 minutes, participants must be 13 or older, and the event supports fundraising for Cancer Research UK.
June 2027
Backyard Ultra at Chilton Manor Farm on 5 June 2027 features a 6706 m loop run each hour until one runner remains, with weekend camping, on route water stations, event camp facilities and medical support.