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Trail Running Calendar near Medstead 2026-2027

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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.

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 7 hour Time Challenge along the River Thames where participants choose distances from 3 km up to ultra with medals, distance pins, goody bags and aid stations.
Join a themed trail run on the Meon Valley Trail with distances from 5km to Ultra Marathon and a flexible six hour time limit for all participants.
A 24-hour endurance event at Alice Holt Forest where runners repeat a 6.7 km loop each hour, aiming to complete as many laps as possible.
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 running through South Downs woodlands and fields around Stansted House, with 21.4 km, 16.1 km and 10 km options plus chip timing and a finisher medal.
Trail running in the South Downs around Winchester with 5 km, 16 km and 24 km marked, timed routes featuring outposts and free parking.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
A two lap multi terrain 10 km trail race on Easter Monday around Mortimer Fairground and local woodlands, with a canicross option, chip timing, medal and free race photos. The undulating course is not suitable for pushchairs or wheelchairs.
April 2027
A single loop 50 km trail race from Arundel through the South Downs with about 3,200 ft ascent, four aid stations, UTMB Index status and 2 ITRA points.
A 40 or 50 mile trail ultra along the Testway from Linkenholt to Totton in Southampton, with aid stations every 10 miles, marshals and medical support. A shuttle option is available for an extra £10 and there is a 14 hour cutoff.
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
Trail running at Froyle Village Hall with 10 km and 21 km options, waymarked routes, marshals, water stations, event photos, and proceeds supporting the village hall.
Trail races at Cowdray Estate include 3 km kids, 5 km, 10 km and 10 mile options plus dog friendly canicross and a scored 10 km series.
A trail weekend at Cowdray Estate, West Sussex offering five distances from 12 km to 110 km, low technical difficulty, an event village with expo, and optional camping and race support.
A multi terrain run at Dummer Down Farm on 18 April 2027 offering 10 km, Canicross 10 km and a half marathon with a finisher medal and a Dell pint cup.
Final of the Wacky Runs series at Alexandra Sports in Portsmouth on 18 April 2027, with multiple distances, a six hour format, and a Mutley finisher medal.
A multi day trail series around the Thames offering 250, 150 and 100 mile options with GPX maps, checkpoint support and GPS tracking on mainly canal and riverside paths.
A blindfolded navigation challenge in Winchester where participants are dropped at unknown locations and must find their way back on foot. Options include 6 miles for visitors and 10 or 15 miles; no maps or GPS and a sealed emergency bag is used.
May 2027
A five mile off road race through woods and farmland around Hurstbourne Tarrant in the North Wessex Downs. Organised entirely by volunteers since 2009, the annual event donates all proceeds to local charities.
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