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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 130 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2027
A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.
A 103 mile continuous trail race along the North Downs Way from Farnham to Ashford with 11,000 ft of climb, a 30 hour cut off and a 50 mile qualifying standard.
A multi terrain 10 km run on the Ramsbury Estate starting and finishing at Ramsbury Brewery; finishers receive a medal, a drink and a pint cup.
Late August trail event in Windsor offering 10K and half marathon through Alexandra Gardens with views of Windsor Castle and chip timed results.
September 2027
A mixed-terrain trail event along the Thames at Remenham Farm on 4 September 2027, offering a half marathon, a 10K and a junior race for under 11s with chip timing and themed medals.
50 km point to point ultra from Renegade Brewery to Ramsbury Brewery with 75% off road terrain, four aid stations, chip timing and a 9 hour cut off.
Trail running in North Hampshire with 10 km, half, marathon and 50 km options, marked routes, aid stations and a team Military Cup for serving personnel.
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.
November 2027
Windsor Trail Run on 28 November 2027 offers a chip-timed 10K and half marathon through Alexandra Gardens with Windsor Castle views, supporting Brain Research UK.
December 2027
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.
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