Deddington
Trail Running Calendar near Deddington 2026-2027
Explore the top trail runs near Deddington for 2026-2027! We've gathered 51 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A 49 mile point to point Thames Path ultra from Oxford to Henley with three checkpoints, mandatory navigation kit and a bespoke finisher medal plus kit options.
Two TRA licensed trail ultras of 50k and 100k around Market Harborough with GPX navigation, checkpoints, on course aid and tracking.
Run Winchcombe at Sudeley Castle on 30 August 2026 offers 1k, 5k and 10k routes through castle grounds and up to Belas Knap with medals and finishers' sausages.
September 2026
Autumn Wolf is a two day trail event in Warwickshire on 12 and 13 September 2026, featuring adult 10K and 5K routes plus junior 6K and 3K races across woodland, fields, streams and mud.
TrailFest at Holdenby House offers four traffic free trail distances inside a private estate, with routes on farm tracks, field edges and through a small wood, plus rolling hills and open countryside views.
An annual fun run in Steeple Barton offering 10 km, 5 km and a fun run on undulating on and off road courses through lanes, fields and the Barton Abbey Estate. Proceeds support Steeple Barton Church.
A single stage approximately 47 miles along the Cotswold Way from Chipping Campden to Painswick, with aid stations, GPX route and live tracking.
A single stage 102 mile trail race along the Cotswold Way from Chipping Campden to Bath with on course support and a 32 hour completion limit.
A forest marathon and shorter route near Henley in Arden on 26 September 2026 with checkpoints, refreshments and proceeds supporting the Heart of England Forest.
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.
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.
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.
Duathlons and 5km and 10km trail runs in Salcey Forest on 25 October 2026 with fully off road routes and live chip timing.
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 starting from Leighton Buzzard. Choose between a classic half marathon or a metric distance featuring canal towpaths, woods, and rolling hills.