Medstead
Trail Running Calendar near Medstead 2026-2027
Explore the top trail runs near Medstead for 2026-2027! We've gathered 143 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
Trail routes of 21.3K, 16.5K and 12K from Goodwood Racecourse through the South Downs with varied terrain, views and on-course support.
Nighttime trail run around Winchester on signed routes including the South Downs Way, offered in 12 km and 22 km options with mandatory headtorches.
Free, community guided trail runs in south east England with a run leader, tail runner, social pace and limited places; membership is free and advance registration is required.
Timed multi lap event on the Itchen Way in Winchester on 14 November 2026, with 2.62 mile laps that add up to half marathon, marathon and ultra distances. Flexible start format, aid station with vegan options, bespoke finisher's medal.
MoRunning at Southampton Common offers chip timed 1.5k, 5k, 10k and a half marathon with medals, finisher headbands and on-site race facilities. The course mixes paths, trails and grass and is dog friendly and buggy usable.
A 10 km single lap route at Long Valley featuring mud, marshes, steep climbs and named water features; a 5 km option was added in 2022.
A 10 miles off road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with limited entries and race day facilities.
A guided 10 km trail run around the Devil's Punchbowl in Hindhead with group pacing, headtorch night options and equipment trials.
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
A 21k trail race across Farleigh Wallop Estate with race timing, cupless water stations, included parking and a sustainable finisher medal; minimum age 18.
A guided 30 mile trail run from Haslemere on the Serpent Trail and Sussex Border Path, led by an experienced ultra runner at a social group pace.
Trail races at Mapledurham Estate in 2026 with 10K, 10 mile and half marathon courses across muddy paths, woods and estate roads and postrace refreshments.
A festive Santa Dash in Northchapel on Sunday 29 November with 5K, 2.5K and a toddler scramble, medals for finishers and funds raised for Northchapel Village School.
December 2026
A winter trail marathon and half marathon across Salisbury Plain with marked routes, aid stations, chip timing and finisher medals.
A winter adventure race in the Surrey Hills combining trail running and mountain biking with map and compass navigation, multiple time-based options and bike hire available.