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.
January 2027
A winter trail run near Winchester with two off-road routes around Farley Mount, chip timing, on-course support and a finisher medal.
Timed out-and-back event on the Itchen Way in Winchester with multi-lap options, a themed atmosphere and an aid station with vegan choices.
Timed out and back event on the Itchen Way in Winchester with 2.62 mile laps, flexible starts, an aid station with hot potatoes and medals for all participants.
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.
Single-loop trail races of 50 miles, 50K and 20 miles around Ditcham Park School in Hampshire, following parts of the Staunton and Monarchs Ways and the South Downs Way.
Two coastal half marathons in Portsmouth and Langstone Harbour over a Valentine weekend with an optional ferry crossing and a bonus medal for completing both.
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 running around the Chidham Peninsula with AONB views, low-tide foreshore crossing and two measured distances including a 21.3k half marathon.
March 2027
Coastal out-and-back at Milford on Sea with distances from 5K to ultra, 5.3 km laps, an aid station, medal and local facilities.
Join a themed trail run on the Meon Valley Trail with distances from 5km to Ultra Marathon and a flexible six hour time limit for all participants.
A 24-hour endurance event at Alice Holt Forest where runners repeat a 6.7 km loop each hour, aiming to complete as many laps as possible.
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 running through South Downs woodlands and fields around Stansted House, with 21.4 km, 16.1 km and 10 km options plus chip timing and a finisher medal.
Trail running in the South Downs around Winchester with 5 km, 16 km and 24 km marked, timed routes featuring outposts and free parking.
A simple trail event at Robin Hill on a single 5 km loop where runners complete as many laps as they choose, solo, in pairs or in small teams.