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.
January 2027
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
Night running at Westonbirt Arboretum among over 2,500 tree species, with 5 km and 10 km options on solid trail-like surfaces.
5 km and 10 km trail style races at Westonbirt Arboretum on 7 February 2027, through areas with over 2,500 tree species; tickets sold out.
Offroad event at Pengethley Manor offering 5K to ultra distances, virtual entries, medal choices and a seven hour completion limit.
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 winter adventure race in the Cotswolds combining trail running and mountain biking with map and compass navigation, solo or team entries and bike hire available.
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..
Trail runs and standard and sprint off road duathlons take place in the forest around Speech House, Gloucestershire.
March 2027
Six hour trail loop challenge at Symonds Yat Rock: 5.25 km loops with 160 m climb, aid station every lap, medals at 6, 9 and 12 loops, limited field.
A 6.5 mile trail run from Sanders Park around Bromsgrove with varied off road terrain, water stations, medals and official times for finishers.
Hill race at The Hostelrie, Goodrich on 20 March 2027: about 8.6 km with 335 m climb on a partially marked course; entry £5 members, £6 non-members.