Highclere
Trail Running Calendar near Highclere 2026-2027
Explore the top trail runs near Highclere for 2026-2027! We've gathered 89 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
March 2027
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 in the South Downs around Winchester with 5 km, 16 km and 24 km marked, timed routes featuring outposts and free parking.
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 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.
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.
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 Pretty Muddy 5k obstacle course at Lydiard Park on 01 May 2027 featuring mixed paths, hills and muddy obstacles. The event has wave starts, blue badge parking on grass and a minimum fundraising target of £50.
Rapid Relays at Culden Faw Estate on 2 May 2027 offers 4 km loop relay racing for solo runners, pairs and teams amid woodland and Chilterns views.
An off-road half marathon and 10 km trail event near Ludgershall through bridle and woodland tracks, with chip timing, stocked aid stations, full medical support, finishers' medals and prizes for the top three men and women.
Two days of Spartan obstacle racing at Culden Faw, Henley-on-Thames, featuring Sprint, Super, Beast and Kids races along a riverside course.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.