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Trail Running Calendar near Oxford 2026-2027

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Explore the top trail runs near Oxford for 2026-2027! We've gathered 100 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.
January 2027
A guided winter trail run of 10 km through Chilterns woodlands and hills, based at Church Farm Cafe in Aldbury with on site parking and bag drop.
A 43 mile ultra from Wendover to Little Venice in London that opens the ultra season, featuring GPS tracking, five checkpoints, baggage transfer and a mandatory kit list.
Trail running and mountain biking in the Chilterns with map and compass navigation, multiple timed race options and bike hire available.
February 2027
A 47 miles point-to-point ultra along the Thames Path from Iffley to Henley on 6 February 2027 with five aid stations and real-time GPS tracking.
A scenic 10 mile race in Milton Keynes that follows riverside parkland and passes through the narrow Cattle Creep tunnel, with canicross friendly provisions and chip timing.
Multi-discipline duathlon and off-road endurance races at Henley Showground on 7 February 2027, with marked courses, chip timing and on-course support.
March 2027
A 10 km trail run around Berkhamsted in the Chiltern Hills, following woods and tracks near castle ruins with run leaders, bag drop, free parking and nearby rail access.
Map reading walk near Pitstone with 13, 18 and 26 mile routes, checkpoint questions, printed grid-question sheets, refreshments and certificates for correct answers.
A 13 mile trail half marathon in the Chiltern Hills with about 300 m ascent, guided by qualified Run Leaders and including a refreshment point and finisher’s medal.
Women only trail runs at Culden Faw Estate, Henley on Thames, on 14 March 2027 with 3 km, 6.5 km and 13 km options, chip timing and finisher medals.
A 50 km trail ultra over two 25 km loops around the Chilterns from Stonor Park, with 4000 ft climb, five aid stations, mandatory kit and a 9 hour cut off.
A 17.5 miles trail race around the Ashridge Estate on 20 March 2027 with water, finisher gifts and prizes for the top male and female finishers.
Trail races through Danesfield woodland near Marlow: 10K, 6.5K and a 1K junior race with on course water and chip timing.
A two lap, multi terrain 10 km trail run around Mortimer Fairground and local woodlands with a canicross option, chip timing and race photos.
A 5 mile loop around Hall Barn Estate near Beaconsfield with mixed terrain, trail shoes recommended, free M40 service station parking for entrants and prizes across gender and age categories.
April 2027
A 5 mile trail race at Upcote Farm on 4 April 2027 with chip timing, medals and age category prizes, limited to 250 places.
Mixed terrain half marathon, 10K and junior race along the Thames at Remenham Farm in Henley on Thames on 10 April 2027.
A fully marked 50K Ridgeway ultra in the Chiltern Hills from Berkhamsted Castle to Wendover, with three checkpoints, 996m+ ascent and UTMB 50K index.
Guided 42.2 km trail marathon through the Chiltern Hills with run leaders, checkpoints, and a wooden finisher’s medal.
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