Medstead
Trail Running Calendar near Medstead 2026-2027
Explore the top trail runs near Medstead for 2026-2027! We've gathered 144 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
A flexible 7 hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medals, distance pins and on-course aid.
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, group navigation, kit support, parking and scheduled sunset and night dates.
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.
A two day, 66 mile ultra along the North Downs Way with overnight accommodation, GPX navigation files, on course medical support and organised logistics.
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.
Saturn Running's Midweek Chasing Numbers in Staines is a seven hour time challenge along the River Thames with flexible lap distances and finisher medals.
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 run around the Chidham Peninsula with harbour views, a low-tide foreshore crossing and options of 21.3 km or 16.1 km routes.
March 2027
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath as sunset or night group runs.
Wacky Run Eleven on 7 March 2027 at Meon Valley Trail offers timed six hour trail options from 5K to ultra, Mean Machine medals for finishers and 100 places only.
A 24 hour trail challenge at Alice Holt Forest with a 6.7km lap every hour where runners choose how many laps to complete.