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Trail Running Calendar near Charlbury 2026-2027

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Explore the top trail runs near Charlbury for 2026-2027! We've gathered 39 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail runs of 10 km and 5 km around Blackpit Brewery on October 18 2026, using private multi terrain trails through woodlands and estate tracks. Entrants receive a medal, a pint cup and a free drink at the finish.
A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.
A point-to-point 47-mile ultra along the Thames Path from Iffley to Henley-on-Thames with five aid stations, mandatory kit requirements, and live GPS tracking.
November 2026
A multi-terrain 5K and 10K race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.
Trail based marathon and half marathon around Broadway village in the northern Cotswolds with marked routes, climbs to Broadway Tower and varied unpaved terrain.
December 2026
A 21.1 km trail race around Hughenden Manor and nearby woodlands with marked routes, aid stations, chip timing and on-site facilities.
Lap based Santa Run on the scenic Stratford Greenway with a 5.3 km loop, flexible distances, and a bespoke finisher's medal.
February 2027
A six hour lap event at Daventry Country Park where participants complete as many 3.3 mile laps as they choose within the time limit. Canicross and rucking are allowed and the route is mostly crushed stone with on-site parking, a cafe and toilets.
April 2027
A multi-distance canal and riverside ultraseries based at Streatley-on-Thames, featuring TR250, TR150 and TR100 with GPS tracking, checkpoint support and required navigation using provided GPX files and maps.
May 2027
A Pretty Muddy 5k obstacle course at Lydiard Park on 01 May 2027 featuring mixed paths, hills and muddy obstacles. The event has wave starts, blue badge parking on grass and a minimum fundraising target of £50.
A one-day trail event in Ilmington offering six distances from 10K to 100KM plus a new two person 100KM relay, with feed stations, baggage support, GPX maps and trackers on the longer routes.
A chip timed 5 km and 10 km road and trail race at Haddenham Community Junior School on 9 May 2027 with early bird entries and optional event T shirts.
Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Station.
Trail running from Sudeley Castle through the northern Cotswolds, with five routes from 7 km to 50 km across bridleways, woodland and open ridge lines.
A 60 km point to point ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, fully marked with open tracking and four checkpoints.
June 2027
Trail event based at Cirencester with supported 10 km to 100 km options, regular rest stops, medical teams, GPS tracking and basecamp accommodation.
A 5k obstacle course at Cheltenham Racecourse where participants climb, crawl and slide through a mixed-surface loop while raising funds for Cancer Research UK.
July 2027
A Ridgeway trail event on 10–11 July 2027 offering 50 km and 100 km formats, finishing at Avebury Standing Stones with marked trails, pitstops, medical support, and on course services.
A navigation challenge in Cheltenham where participants are blindfolded and dropped at an undisclosed location, then must find their way back without maps or GPS.
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