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Trail Running Calendar near Deddington 2026-2027

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Explore the top trail runs near Deddington for 2026-2027! We've gathered 61 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2026
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.
Autumn forest running from Henley-in-Arden with 27 mile and 20 mile routes, checkpoint support, a hot finish meal, and proceeds to the Heart of England Forest.
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.
A themed Time Challenge in Northampton offering distances from 3 km to ultras, themed medals, goody bags and aid stations on trails around the Washlands.
A six hour multi lap challenge at Northampton Active offering distances from 5k to ultra on 4.37 mile laps, with aid stations, a finish medal and a five piece goody bag.
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.
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.
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 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.
Multisport and trail races at Salcey Forest featuring sprint and standard duathlons plus 5km and 10km off-road trail runs on maintained forest trails.
November 2026
A 7 hour time challenge in the Northampton Washlands with flexible distances from 3 km to 50 km, medals, distance pins, goody bags and aid stations.
Two days of marathon and half marathon races around Caldecotte Lake in Milton Keynes on 6 and 7 November 2026, with multi-lap clockwise courses, on-course water and toilets, enforced time limits, and bespoke finisher medals.
Experience a scenic trail run through the Bedfordshire countryside with a choice of a half marathon or metric half marathon along the Grand Union Canal and woodland paths.
A 50 mile trail race in Wendover Woods made of five 10 mile loops with 10,000 feet of climb, nine aid stations, medical support and a 15 hour cut off.
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.
A six-hour lap event at Salcey Forest where participants choose how many 3.5-mile loops to run. Dogs and rucking are allowed, a reduced parking rate is available, and there are options for charity donations or a tree token instead of a medal.
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