Upper Woolhampton
Trail Running Calendar near Upper Woolhampton 2026-2027
Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 162 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Social run in Surrey finishing at Greyfriars Vineyard on the North Downs with fizz, food and a guided wine tasting.
A 7 hour time challenge along the River Thames in Staines with flexible distances, chooseable medals, on course aid and goody bags.
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.
November 2026
Timed multi lap run at Coate Water Country Park with 3.28 mile laps, finishers receive a medal and the event supports the British Legion.
A remembrance midweek run by Saturn Running in Staines upon Thames offering multiple distances and a poppy finisher medal along the River Thames.
Nighttime trail run around Winchester on signed routes including the South Downs Way, offered in 12 km and 22 km options with mandatory headtorches.
Trail event in Windsor on 8 November 2026 with chip timed 10K and half marathon from Alexandra Gardens, featuring medals, free photos and an event village.
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.
Experience a 9 mile trail race through the Wiltshire countryside featuring neolithic sites and muddy tracks with all profits supporting the local Air Ambulance.
Trail event at Spider Hill, Long Valley, featuring a single 10 km lap with Alligator Swamp, Swan Lake and Muddy Mile, plus a shorter 5 km option.