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.
March 2027
Trail races across undulating Hampshire terrain with 5k, 10k and a new 10 mile option, plus canicross for 5k and 10k; pre registration only.
A 7 hour time challenge along the River Thames with flexible lap distances from 3 km to 50 km, medals, distance pins, aid stations and goody bags.
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 runs at Stansted Park near Rowlands Castle with three distances, woodland and South Downs views, chip timing, on-course support and a metal finisher medal.
Trail races of 5 km, 16 km and 24 km around Winchester in the South Downs with marked, timed courses and outposts for the longer routes.
Guided 13 miles through the Surrey Hills from Guildford, run as a steady group with trail sections, car parking and nearby train access.
A 16-mile multi-terrain trail from Combe Gibbet to Overton across Hampshire and Berkshire countryside, limited to 250 entries with an alternate route if conditions require.
A two lap, multi terrain 10 km trail run around Mortimer Fairground and local woodlands with a canicross option, chip timing and race photos.
April 2027
A single loop 50 km trail ultra around the South Downs from Arundel with 3,200 ft elevation, four aid stations, full waymarking and 2 ITRA points.
A point to point ultra on the Test Way through Hampshire offering 50 mile and 40 mile options, marked course, regular aid stations and an optional shuttle.
Mixed terrain half marathon, 10K and junior race along the Thames at Remenham Farm in Henley on Thames on 10 April 2027.
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.
Trail 10 km and Half Marathon at Dummer Down Farm with mostly off road terrain, a pint cup and drink at the finish, plus camping and a Canicross option.
Final Wacky Runs Series event in Portsmouth on 18 April 2027, multi-distance choices within a six hour format and a Mutley finisher medal for all.
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.
A guided 30 mile trail run from Newlands Corner along the Greensand Way with coaching, varied single track and climbs including Leith Hill, plus an alcohol free beer at the end.