Winchcombe
Trail Running Calendar near Winchcombe 2026-2027
Explore the top trail runs near Winchcombe for 2026-2027! We've gathered 88 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A forest marathon near Henley in Arden with 27 mile and 20 mile routes, staffed checkpoints, a hot finish meal, and funds supporting the Heart of England Forest.
A 24 hour trail ultra in Berkeley, Gloucestershire of about 130 miles across five roughly 26 mile laps with about 15,000 ft of ascent.
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.
New off road 10 km along the River Wye near Ross on Wye on 4 October 2026, featuring wildlife, nearby facilities, £14.99 entry and a finisher medal.
Inflatable obstacle course in Cheltenham on 10 October 2026 offering 2.5k to 15k options, music zones, medals and family friendly participation rules.
A MacTuffX fitness racing event in Swindon on 11 October 2026 offering solo, doubles and relay formats over 10x400m and 10x800m with included t-shirt and medal.
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.
Virtual event 19 to 25 October 2026 with 5k 10k half marathon marathon and ultra options plus seven themed Halloween medals.
Virtual Halloween race with 5k, 10k, half and full marathon options, worldwide participation, virtual bibs and themed medals for paid entrants.
A worldwide virtual Halloween run offering 5k, 10k, half, marathon and ultra options, with virtual bibs and paid-medal postage available to verified finishers.
A virtual Halloween running event offering 5k to ultra distances, mailed medals for paid entries and a free Strava option for results-only participation.
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 virtual Halloween run offering distances from 5k to ultra worldwide, with paid entries eligible for a themed medal after verification and free Strava entries recorded in the results.
A virtual Halloween run offering distances from 5k to Ultra, with virtual bibs, themed medals, and options for paid or free Strava entry.
Virtual Halloween run open worldwide with distances from 5k to Ultra; paid entrants receive mailed medals while free participants can appear on the results via the organiser's Strava club.
A virtual Halloween run on 25 October 2026 offering 5k, 10k, half, marathon and ultra distances with virtual bibs and paid medals available after verification.
November 2026
A 10 mile off-road trail run in Stonehouse near Stroud on 1 November 2026, with an initial uphill mile, muddy undulating trails, a finisher medal and a 2 hour 30 minute cutoff.
Marathon and half marathon in Broadway, Worcestershire on 15 November 2026, featuring mostly trail terrain, marked routes and a waiting list.
A 6.5 mile multi-terrain off-road race at Croome Park on 22 November 2026, limited to 350 entries, with medals and goodie bags for all finishers.