Upper Woolhampton
Trail Running Calendar near Upper Woolhampton 2026-2027
Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 122 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
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
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.
A supported endurance event on 7 November 2026 with a 76 km ultramarathon or 36 km run or walk from Aldershot or Petersfield to Portsmouth, featuring break stops, satellite tracking, medical cover and charity fundraising options.
A trail event in Windsor on 8 November 2026 offering a 10K and a half marathon on flat off road trails from Alexandra Gardens. The event features chip timing, race photos, post race goodies and an event village.
A commemorative 7 hour Time Challenge at Wraysbury Skiff and Punting Club on the River Thames offering distances from 3km up to 50km on signed mixed terrain laps. Finishers receive medals and distance pins and aid stations include vegan options.
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.
Saturn Running holds the Smurf Run along the River Thames at Wraysbury on 15 November 2026. The seven hour Time Challenge starts from 3 km laps and includes finisher medals, distance pins, aid stations and goody bag options.
Off-road races at Spider Hill, Long Valley offering a single 10 km lap with named wet sections and a shorter 5 km route added in 2022.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
A guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.
Trail runs of 10 km, 10 mile and half marathon on the Mapledurham Estate featuring muddy paths, woodland trails and finish line mulled wine and mince pies.
December 2026
A 10 km trail race around Hughenden Manor in Hughenden Valley, featuring hilly woodland trails, full waymarking and a water stop at 5.3 km.
Mince Pi Run on 13 December 2026 at Shalford Park, Guildford offers looped offroad races from 3.14 to 31.4 miles, a Pi marathon option and a one mile fun run shaped like the Pi symbol. The course runs along the water and results are posted online.