Medstead
Trail Running Calendar near Medstead 2026-2027
Explore the top trail runs near Medstead for 2026-2027! We've gathered 145 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
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.
An underground marathon at UCAP BUNKER near Portsmouth on 21 November 2026. The multi lapped route runs through low tunnels, has a six and a half hour cut off, and requires a headtorch and cycle helmet.
Mud- and water-filled trail laps at Spider Hill with 5 km and 10 km options across marshes, swamps and steep climbs.
Ten mile off-road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with medals, water stations and age-category trophies.
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.
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 timed 21k trail run across the private Farleigh Wallop Estate with cupless water stations, medics, parking included and a bespoke sustainable finisher medal.
A guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.
Trail running at Mapledurham Estate on 29 November 2026 with 10 km, 10 mile and half marathon routes across muddy paths, woodland and fields.
December 2026
A winter trail event on Salisbury Plain offering Marathon and Half courses, marked routes, stocked aid stations, marshal support and on-route medical cover.
A festive seafront run in Portsmouth on 6 December with a flat course, themed medals, spot prizes and a 100-participant limit.
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.
Mince Pi Run on 13 December 2026 at Shalford Park, Guildford offers looped offroad races from 3.14 to 31.4 miles, a Pi marathon option and a one mile fun run shaped like the Pi symbol. The course runs along the water and results are posted online.
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.
Festive coastal running weekend in Portsmouth on 20 December 2026 offering a full marathon, a half marathon and a new 12 km race on flat multi-terrain coastal routes.
A 10 km trail run and Canicross 10 km on December 24th around Yattendon Estate with hilly woodland trails, a medal, mince pie and a pint cup included.
A charity event on 27 December 2026 near Waterlooville with a 10k mixed road and trail run and a 5k walk, raising funds for Rowans Hospice.
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.
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.