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Trail Running Calendar near Cowley 2026-2027

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Explore the top trail runs near Cowley for 2026-2027! We've gathered 107 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
A 10 km trail run at Twisted Tree Brewery on the Tusmore Estate, mostly off road with two water refill stations, chip timing, a medal and a pint cup with a free drink.
A scenic point to point Half Marathon from Marlow to Windsor covering 13.1 miles of riverside trails and woodland paths with chip timing and baggage transfer.
A riverside 10 km evening run in north Milton Keynes featuring parkland trails, a canal tunnel crossing, canicross access, on-course water and chip timing.
A ten-leg team relay along sections of The Ridgeway national trail covering the 86.5 mile route, organised by Marlborough Running Club with gender composition rules.
July 2027
Off road half marathon along The Ridgeway near Wendover with a fully marked route, an aid station at Green Hailey passed twice, UTMB World Series index status and a 4 hour limit.
A 10 km trail race around Yattendon Estate at Renegade Brewery with chip timing, two water refill stations, a medal and a free pint or alternative drink at the finish.
Three Thursday evening 5K races from May to July at Tysoe, Pebworth and Alscot Estate, with prizes and a series T-shirt for those who complete all three.
A trail ultramarathon on the Ridgeway on 10 and 11 July 2027 with 50km and 100km formats, signposted routes, pitstops and a finish at Avebury Standing Stones.
Trail runs at Wendover Woods raising funds for the Chilterns Neuro Centre, with marked 10K and 5K routes plus an accessible 1.5K.
A 12 hour timed endurance walking and running event at Upper Woodhills Farm in Moreton-in-Marsh on 17 July 2027 with individual 2 km or 4 km hourly laps and team relays.
Trail races from 8 km to 50 km around the Chiltern Hills, based at Princes Risborough with varied terrain, marked courses and outposts on longer routes.
Track endurance event at Horspath Athletics offering 6, 12, 24 and 48 hour races, with a £100 prize for the first to pass 545 laps under the event conditions.
August 2027
A 49 miles point to point ultra along the Thames Path from Travelodge Oxford Abingdon Road to Henley on Thames with three checkpoints and a bespoke finisher medal.
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 10 km trail run around the Ramsbury Estate with mainly off road terrain, two refill stations, a medal and a pint cup plus a free drink included.
September 2027
Trail half marathon, 10K and junior races at Remenham Farm beside the Thames, with mixed tarmac and trail loops and an event village.
A 50 km point to point ultra linking Renegade Brewery and Ramsbury Brewery on September 4 2027, mostly off road with four aid stations and a nine hour cut off.
A single 50 mile loop through the Chiltern Hills with 5600 ft of climb, five aid stations, a fully marked route and race medical support within a 13 hour cut off.
Trail event near Tring offering 10 km, 27 km and 50 km routes through the Chilterns with marked trails, checkpoints, medical cover and fundraising for Humanity Direct.
Looped trail options from 10K to approx 100 km around the Chilterns with covered rest stops, GPS tracking and on-site camping at Henley Basecamp.
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