Upper Woolhampton
Trail Running Calendar near Upper Woolhampton 2026-2027
Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 163 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
January 2027
Timed out and back event on The Itchen Way in Winchester with flexible starts, lap distances from 2.62 miles up to ultra distance, and on-course vegan options.
Trail running and mountain biking in the Chilterns with map and compass navigation, multiple timed race options and bike hire available.
Scenic off-road event near Winchester offering 21.4k half marathon and 12.1k routes on tracks and footpaths with chip timing and a finisher medal.
Timed out-and-back event on the Itchen Way in Winchester with multi-lap options, a themed atmosphere and an aid station with vegan choices.
A themed seven hour Time Challenge along the River Thames offering flexible distances from 3 km to ultras, Rocky Horror medals, aid stations and vegan goody bag options.
A flexible 7 hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medals, distance pins and on-course aid.
A flexible 7 hour Time Challenge on a signed riverside loop in Staines where finishers choose a medal from past event designs.
Timed out and back event on the Itchen Way in Winchester with 2.62 mile laps, flexible starts, an aid station with hot potatoes and medals for all participants.
A winter trail event on 31 January 2027 at Alexandra Gardens Windsor offering 10K and half marathon on a flat, chip timed course with free photos and a themed medal.
February 2027
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey with hills, group navigation, kit support, parking and scheduled sunset and night dates.
A two day, 66 mile ultra along the North Downs Way with overnight accommodation, GPX navigation files, on course medical support and organised logistics.
A 7 hour Time Challenge on a signed Thames-side loop offering multiple distances, themed medals, distance pins, aid stations and vegan goody bag options.
Point to point ultramarathon from Iffley to Henley on 6 Feb 2027, about 48 miles along the Thames Trail with five checkpoints and UTMB qualifying points.
Multi-discipline duathlon and off-road endurance races at Henley Showground on 7 February 2027, with marked courses, chip timing and on-course support.
A 7 hour time challenge along the River Thames in Staines offering distances from 3 km to 50 km, a frog themed medal, aid stations and vegan goody bag options.
A 7 hour time challenge on a signed loop beside the River Thames offering distances from 3 km to 50 km, themed medals, pins and goody bags with vegan options.
Saturn Running's Midweek Chasing Numbers in Staines is a seven hour time challenge along the River Thames with flexible lap distances and finisher medals.
A 30 mile non-competitive group trail run from Harting Down along parts of the South Downs Way, passing Beacon Hill, Cocking Down and Kingley Vale. Led by an experienced guide and recommended for those who have run at least 22 miles in training.