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.
October 2026
Trail and fun runs near Old Basing on 11 October 2026 with chip-timed 10K and 6K races plus a 2K family fun run supporting local schools.
Wacky Run Six in Fareham on 11 October is a themed run with an Army Surplus Special atmosphere, a six hour personal-distance format, themed medals and limited entries.
A social 8 km trail run on the North Downs from Greyfriars Vineyard, finishing with lunch, a glass of English sparkling wine and a guided wine tasting.
A relaxed three hour timed running event in Portsmouth on 25 October 2026 offering 5K, 10K and half marathon options while collecting food for a local food bank.
A timed, lap-based run along the Itchen Way in Winchester with 2.62 mile loops, a seven hour limit, flexible start times, an aid station with vegan options, and a bespoke finisher's medal.
Endurance loop event at Meoncross School on 31 October to 1 November 2026 where runners complete repeated 6.7 km out and back laps until one runner remains, with free parking.
November 2026
Coastal runs on West Wittering Beach with sea and downs views, chip timing and three distances: 15.3 km, 10 km and 5 km, plus on-course support and a finisher medal.
Seafront running event at Lee-on-the-Solent on 1 November offering a 5K, distance-building options and a 6-hour challenge; entry £20 and 100 places available.
Trail races from 12k to 21.3k at Goodwood Racecourse follow forest tracks and the South Downs Way with wide country and coastal views on clear days.
A torchlit trail run from Winchester Athletics Track with 12 km and 22 km options across the South Downs Way and local trails. The course is fully marked; headtorches and at least 500 ml of fluid are 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.