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Trail Running Calendar near Upper Woolhampton 2026-2027

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Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 126 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
Trail 10 km at Ramsbury Brewery on August 16th with chip timing, medal, pint cup and a free drink; canicross friendly and currently listed as full.
A 7-hour Time Challenge along the River Thames near Staines with flexible starts and distances from 3 km to 50 km. The event is licensed by the Trail Running Association and offers medals, distance pins and a goody bag.
A 7 hour timed run along the River Thames with lap-based distances from 3 km to 50 km, medals, goody bags and distance pins.
30 August 2026 in Alexandra Gardens Windsor offers 10K and half marathon routes with views of Windsor Castle. The event includes chip timing, free race photos and an event village.
September 2026
A mixed terrain trail along the Thames at Remenham Farm in Henley on Thames offering a half marathon, 10K and a junior race, with chip timed results, a themed medal and free race photos.
A 50 km point to point multi terrain ultra linking Ramsbury and Renegade breweries, with chip timing, live tracking and a nine hour cut off.
Trail marathon and half marathon in North Hampshire on 05/09/2026, with climbs to 280 m, scenic countryside routes, marked courses, aid stations and chip timing. A Military Cup allows serving units to compete as teams.
A 12-hour looped run at Bloor Homes Southern Regional Office in Newbury where participants complete 3.5 km loops to earn a bespoke medal, with prizes for most loops. The event supports New Life Special Care Babies, is limited to 100 entrants and is 1..
Timed lap event at Coate Water Country Park with 3.35 mile laps, a spinning finisher medal, on-course aid and options for attended or virtual participation.
A scenic 10K through the private grounds of Loseley Park in Surrey on 6 September 2026, with timed results, finisher medals and official photography.
Trail marathon and half marathon through the Surrey Hills along the Pilgrims Way and North Downs Way, passing churches, an abbey and vineyards with proceeds to local charities.
Seven hour Time Challenge along the River Thames in Staines offering lap based distances from 3km to ultra, with medals, pins, aid stations and goody bags.
A single 50 mile loop through the Chiltern Hills with 5600 ft of climb, five aid stations, marked course, mandatory kit and a 13 hour cut off.
A countryside multi-terrain 10K in Longworth village with kilometer markers, water stations, a kids fun run, and entries limited to 200 runners.
A Henley basecamp trail event with looped options of 50 km, 25 km and 10 km, covered rest stops, GPS tracking, medical support, camping and finish-line hospitality.
Three community races at Harcourt Hill, Oxford on 26 Sep 2026 with 10 km, 3 km and 1 km options. The 10 km is mostly off road and includes a section of the Oxford Greenbelt Way; medals and prizes are provided.
Multi terrain trail event in Amport with 5 km, 10 km, 10 mile and canicross options, age rules, marked routes and cupless hydration.
A multi terrain trail run along the Thames near Marlow offering a Half Marathon, 10k and a 1k Little Sprinters race. The event features chip timing, a finisher medal, on route water stations and an event village with facilities.
October 2026
A 7 hour Time Challenge on a signed riverside loop in Staines offering flexible distances from 3 km up to 50 km, with medals, distance pins, aid stations and goody bags.
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