Southampton
Trail Running Calendar near Southampton 2026-2027
Explore the top trail runs near Southampton for 2026-2027! We've gathered 86 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
Seasonal trail runs at Moors Valley Country Park featuring a 2 km Santa fun run for children plus 5 km and 10 km trail races, entries from £12.
A timed trail event in the Forest of Bere featuring a 3.28 mile lap and distance options from 5 km to ultra. Aid station serves sweet and savoury food including potatoes and vegan choices, and 20% of proceeds support Forestry England.
A 10 mile cross country run on the West Wight with notable hills and coastal views, organised by West Wight Sports and Community Centre on 13 December 2026. Past entrants note strong on-course support, windy conditions, a scarf memento and post-race..
A timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.
Winter X is a mid winter trail running event in Hampshire's Meon Valley offering 10 km, 30 km, 50 km and 70 km routes on public trails including sections of the South Downs Way. Checkpoints, marked routes and a rock memento are provided.
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.
A twilight trail run in Hurn Forest offering 5 or 10 mile out-and-back laps, head torches required, trail shoes recommended, and 20% of entry fees donated to Forestry England.
February 2027
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
Trail races at Hinton Admiral Estate in the New Forest offering 21.4k, 15.1k and 10k routes with chip timing, on-course refreshments and finisher medals.
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.
Trail races from Larmer Tree Gardens take runners around the Rushmore Estate with distances from a fun mile to a marathon. Courses pass chalk valleys and woodlands and include multiple feed stations and event medals.
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.