Winchcombe
Trail Running Calendar near Winchcombe 2026-2027
Explore the top trail runs near Winchcombe for 2026-2027! We've gathered 90 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
Off-road event at Pengethley Manor offering 5k, 10k, half, marathon or ultra with a seven hour limit plus virtual entry and medal options.
January 2027
Trail races at Wenchford Picnic Site offering 7 miles with 7 hills or a 14 mile double lap with 14 hills, on muddy forest trails with Canicross waves.
Off-road multi-distance event at Pengethley Manor offering 5k, 10k, half, marathon and ultra options with a seven hour completion limit. Paid and virtual entries include medals; a free Strava-recorded option is also available without a medal.
Seven consecutive offroad days at Pengethley Manor where participants choose 5k to ultra distances with a seven hour limit each day, a virtual January option, and a unique medal for each day.
Part of the 7 Deadly Sins series at Pengethley Manor, The Proud Run offers 5k to ultra distances on a tough offroad course with a seven hour time limit and both race and virtual entry options, with medals for paid entries.
Part of the 7 Deadly Sins series, The Lusty Run is an offroad event at Pengethley Manor offering 5k, 10k, half, full and ultra distances with a seven hour time limit and a virtual option during January.
Part of the 7 Deadly Sins series at Pengethley Manor in January 2027, The Angry Run offers distances from 5k to Ultra with a seven hour time limit on a tough offroad course through vineyards.
A lap-based offroad event at Pengethley Manor offering distances from 5k to Ultra with a seven hour completion limit; in-person and virtual options include a personalised bib and a medal after verification.
A multi distance off road event at Pengethley Manor with a seven hour time limit for chosen distances and an on site or virtual option. The course uses 2.5 km laps and includes vineyard terrain and a hill.
Part of the 7 Deadly Sins series, The Envious Run takes place at Pengethley Manor on 17 January 2027 with lap based offroad routes from 5k to ultra. Runners and walkers have seven hours to complete their chosen distance and a virtual option is availa..
Timed multi-lap run on a 2.62 mile canal out and back in Brimscombe with distances from 5 km to ultra and a seven hour limit; medals for all participants.
A 7 to 8 mile cross country run around May Hill in Gloucestershire with steep climbs, muddy trails and an open plain at the summit. A Sunday May Hill Mayhem option adds an extra loop to total 14 to 15 miles.
February 2027
A night race at Westonbirt National Arboretum on 6 February 2027, with scenic routes through tree collections and firm trail-like surfaces. Distances include 5 km and 10 km; tickets are currently sold out.
A 5km and 10km run through Westonbirt Arboretum on 7 February 2027, with firm trail terrain and routes through areas showcasing over 2,500 tree species. The event is family friendly and tickets are currently sold out.
Choose your distance from 5k to Ultra on a tough off road course at Pengethley Manor. Experience vineyard trails with a seven hour time limit and unique medal options for individuals or pairs.
A timed event on a 2.62 mile out and back canal route with flexible rock up and run starts. Distances range from 5 km through marathon and beyond, with a seven hour time limit and a finisher medal for all.
A 12 mile cross country race in Dursley on 21 February 2027 with over 2000 feet of climbing across woodland trails, mud, roads and steep climbs.
A navigational challenge in Worcester where participants are blindfolded and dropped at an undisclosed location, then must find their way back over measured distances of 6, 10 or 15 mile. Optional live GPS tracking is available for safety and viewing..
Off road duathlons plus 5km and 10km trail runs through the Forest of Dean at Speech House, with live chip timing and on site parking.