Winchcombe
Trail Running Calendar near Winchcombe 2026-2027
Explore the top trail runs near Winchcombe for 2026-2027! We've gathered 77 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
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.
A guided 30 km social trail run from Dunkertons car park across the Cotswold Way with two checkpoints, three main hills and two pace options.
Guided 18 mile trail across the Malvern Hills with about 1300 m ascent, run at a social group pace from North Quarry Car Park in Great Malvern.
A 13 miles trail half on the Malvern ridge with 750 m of climbing, three aid stations and a 300 runner limit, arrow marked course and electronic timing.
May 2027
A Pretty Muddy 5k obstacle course at Lydiard Park on 01 May 2027 featuring mixed paths, hills and muddy obstacles. The event has wave starts, blue badge parking on grass and a minimum fundraising target of £50.
A one-day trail event in Ilmington offering six distances from 10K to 100KM plus a new two person 100KM relay, with feed stations, baggage support, GPX maps and trackers on the longer routes.
Tempo Summer 5K Series Race 1 is the first of three 5K road races, based at Tysoe Village Hall on an out and back route between Tysoe and Oxhill.
Timed event on a 3.28 mile out-and-back canal route in Stroud on 08 May 2027, with choice of distances from 5 km to ultra and a seven hour limit.
Four waymarked trail races around Stroud and the Cotswold hills on 9 May 2027, from an 11K to an Ultra 40, with checkpoints and downloadable route files.
Runs of 5k, 10k and 20k through the parish of Deddington, open to all ages and raising funds for local school groups and the Firefighters Charity.
An 8 hour Backyard race at Eastnor Castle Deer Park on a 4.167 mile loop, with solo and continuous relay options plus on site camping, catering and event medals.
Mud-focused trail run at Eastnor Castle offering 3km, 6km and 10km routes with natural obstacles, muddy troughs, on-site camping and basic facilities.
Trail races from 7 km to 50 km from Sudeley Castle across the Cotswold Way and Winchcombe Way, with marked outposts, timing and free parking.
June 2027
A backyard ultra at Breakheart Quarry where runners repeat a 6706 metre loop every hour until one person remains; the event includes camping, marked trails and on course support in the Cotswold countryside.
Trail event in the Cotswolds offering distances from 10 km to 100 km, with regular rest stops, GPS tracking, medical cover, camping and transfers.
Timed run along a 3.28 mile out and back canal route in Stroud with flexible starts, multiple distance options and a seven hour time limit.
Race 2 of the Tempo Summer 5K Series is a road 5K around Pebworth with a full road closure; the series features three different routes and may award a series T shirt.
A 5k obstacle course at Cheltenham Racecourse where participants climb, crawl and slide through a mixed-surface loop while raising funds for Cancer Research UK.
July 2027
A 24 hour loop challenge in Worcestershire where participants run three 6.81 km laps each hour, solo or in teams, with mandatory night kit and hourly eliminations.