Medstead
Trail Running Calendar near Medstead 2026-2027
Explore the top trail runs near Medstead for 2026-2027! We've gathered 123 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
A traditional 3.5 mile Boxing Day run around Hindhead commons and the Devils Punch Bowl, with Mens, Ladies and a Drinking Run category. All profits support Holy Cross Hospital.
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.
A winter cross-country event at Butlers Lands Farm featuring water crossings, Roman Walls, fields and footpaths. Distances are 10K and 10 Mile with entry fees from £32 to £35; finish-line refreshments include mulled wine and mince pies.
January 2027
A flexible seven hour time challenge on a signed Thames riverside loop with distances from 3km to 50km, medals, pins and goody bags.
A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.
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.
A seven hour time challenge along the River Thames with distances from 3km to 50km, medals and pins, mixed path and trail terrain.
A two day 66 mile winter trail event on the North Downs Way with marked routes, staffed aid stations, overnight accommodation and luggage transfers.
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
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
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.