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.
May 2027
Trail run around Winchester offering 14 mile, 19 mile, marathon and 50K distances on marked, chip timed courses with aid stations and parking options.
Off‑road half marathon and 10 km through woodland around Collingbourne and Ludgershall, chip timed with aid stations, finisher medals and prize places.
An inflatable obstacle run in Stoke Park, Guildford on 8 May 2027 offering laps of 2.5 km with distances from 2.5k to 15k, music zones, on-course water and a finisher's medal.
A 40 mile linear walk and run along the ancient Ridgeway from Avebury to Streatley across the chalk downlands of Wiltshire, Oxfordshire and Berkshire.
Obstacle-course weekend in Henley-on-Thames on May 15 and 16 2027 with Sprint 5 km, Super 10 km, Beast 21 km and kids races by the River Thames.
Race for Life in Winchester at North Walls Recreation Ground offers 3k and 5k routes on grass and tarmac with accessible facilities and a minimum fundraising target.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A single-lap 50 km multi-terrain ultra in Maidenhead along the Thames Path and Jubilee River with four aid stations, chip timing, live tracking and race photos.
Stand & Deliver challenges runners to repeat a scenic 4.2-mile loop at The Dell in 12-hour, 6-hour or Backyard formats, with solo, pairs and teams of three options.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
Guided 13 miles through the Surrey Hills from Guildford, run as a steady group with trail sections, car parking and nearby train access.
A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.
A 10 km trail run from Marlow Rugby Club with local trails, woodland and Thames towpath, finishing with a medal, a pint cup and a free drink.