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

September 2026
A single 50 mile loop through the Chiltern Hills with 5,600 ft of climb, five aid stations, full medical support and a 13 hour cut off.
A single-stage 102 mile trail race along the Cotswold Way from Chipping Campden to Bath with a 32 hour time limit and on-course support.
A countryside multi-terrain 10K in Longworth village with kilometer markers, water stations, a kids fun run, and entries limited to 200 runners.
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.
October 2026
Wild Run Cotswolds showcases rugged off road trails on a private estate with fully marked routes, chip timing and a family friendly supporter zone. Entries are limited to 600; choose 10K, half, marathon or the six hour 360 challenge.
Inflatable obstacle course in Cheltenham on 10 October 2026 offering 2.5k to 15k options, music zones, medals and family friendly participation rules.
MacTuffX Swindon on 11 October 2026 offers solo, doubles and relay fitness races with 10x400m and 10x800m formats at Foundation Park County Ground in Swindon.
A 10 km undulating multi-terrain race from Buckingham Town Centre through Stowe National Trust gardens and countryside, with medals for finishers and local charities supported.
A 100 mile trail race from Goring & Streatley using Thames Path and Ridgeway in four 25 mile out and back spurs, with 16 aid stations and a 28 hour cut off.
An off road cross country race of about 6 miles across Manor House Farm in Hardwick village with varied terrain and water crossings. Entries are limited to 300 runners and a minimum age of 17 applies.
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.
Run or walk a 10km cross country route through the woods and village of Walton Hall with electronic timing and a finish line roll included.
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 47-mile point-to-point ultra from Iffley to Henley-on-Thames along the Thames Path with five aid stations, mandatory kit checks 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 and road marathon and half marathon through the northern Cotswolds, starting in Broadway village with scenic climbs and marked routes.
December 2026
A 21.1 km trail half marathon around Hughenden Manor with forest paths, undulating terrain, three aid stations and full race support.
Lap based Santa Run on the scenic Stratford Greenway with a 5.3 km loop, flexible distances, and a bespoke finisher's medal.
January 2027
A mainly off road 5 mile run along the River Avon through Fladbury Village and Lower Moor, with proceeds supporting local community projects.
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.
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