Shipston-on-Stour
Trail Running Calendar near Shipston-on-Stour 2026-2027
Explore the top trail runs near Shipston-on-Stour for 2026-2027! We've gathered 36 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.
A chip timed, multi terrain flat 10 km race around Pershore that starts at Pershore Leisure Centre and finishes in Abbey Park. Entry is online only, limited to 325 places and includes a medal, water and a plum for finishers.
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
Trail runs of 2 km, 5 km and 10 km through the Coln River valley near Coln St Aldwyns and Bibury on 06 Sep 2026. Routes are mostly on trail with on-course refreshments and a post-race BBQ, with proceeds supporting the school.
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.
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.
Six-hour multi lap event at Coombe Abbey Park where runners choose how many 3.3-mile laps to complete; canicross, rucking, tiered entry pricing and on-demand options available.
A night-time trail 10 km at Coombe Abbey requiring a headtorch, with varied underfoot conditions, Petzl demo kit likely, tiered entry fees and an effective two hour cut-off.
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 5K in Cheltenham on 10 October 2026 features giant inflatables across 2.5 km laps with 2.5k, 5k, 10k and 15k options, music zones, medals and family rules.
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.
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
Trail based marathon and half marathon around Broadway village in the northern Cotswolds with marked routes, climbs to Broadway Tower and varied unpaved terrain.