Trail Running calendar near Chesterfield 2026-2027

Join the Chasewater Christmas Pudding Dash at Chasewater Country Park for festive fun with 10k, 5k and a Junior Run on mostly flat reservoir trails. Enjoy medals, photos and prizes including best dressed fancy dress while supporting Shelter..

A 10 mile loop around Grafham Water starting on the dam, offered as a standard run and a canicross. Scenic reservoir views, woodland trails, finisher medals, on site camping and options for dog friendly entries.

Bauble Bimble is a timed multi-lap running event at Ferry Meadows on a 5.3 km gravel and grass loop. Runners choose how far to go over the event duration, with an aid station each lap and event medals available.

Run the Trail by Torchlight in Llangollen: an 8 km fell race over scenic starlit moor with about 244 m ascent. Bring a head torch and enjoy a lively night race open to runners aged 16 and over.

A December trail event in Otley, West Yorkshire offering 12, 19 and 32 mile routes with three checkpoints, supplied trackers for ultras and mandatory safety kit. Entry limited to 100 participants and minimum age 18.

A 21 miles circular winter route around the moors of Hebden Bridge on 12 December 2026, run anticlockwise across Midgley, Wadsworth, Heptonstall and Erringden Moors. Mandatory winter kit includes a Santa hat and a small present for the Bran..

Trail runs at Sherwood Pines near Mansfield offer 1 mile, 5km and 10km options across woodland trails. 5km and 10km entries allow one well controlled dog per runner and use live chip timing.

Salcey Forest Christmas Race offers flat but muddy tree lined trails for 5k and 10k plus a junior fun run. Seasonal fancy dress is encouraged with a best outfit prize, and proceeds support Shelter.

A pre-Christmas trail on Moel Famau with a surprise route of about 6 to 12 kilometres, starting and finishing at Bwlch Penbarras. Canicross is available and finishers receive a mince pie and a festive medal.

A winter mountain ultramarathon on 19 December 2026 around Helvellyn, starting and finishing at Askham Community Centre. The unmarked route is about 38 miles with 2000 m of climb and requires navigation skills and self reliance.

Run Fellrunner at Stoop at Penistone Hill near Haworth, an 8 km fell race with 250 m climb across the Pennine hills. Festive extras include a free Santa hat, Christmas prizes, a Curly Wurly for finishers and post race coffee.

A festive four mile fancy dress run around Horwich with chip timing, a Christmas themed medal and prizes for Best Fancy Dress. The family organised event features a fully marshalled route and a community focused atmosphere.

A chip timed night run at St Ives Estate on the shortest day offering 5 km or 10 km options, a virtual entry with medal, and proceeds supporting Sue Ryder Manorlands Hospice.

Take on the Totley Two Turtle Doves fell race in the Peak District this Boxing Day, a bracing 4.8 mile course with 820 ft of climb. Winter kit is required and Totley AC Pavilion provides toilets, showers and changing rooms.

A blindfolded navigation challenge in Skipton where participants are dropped at unknown locations and must find their own way back. Options include 6 mile for non locals and 10 mile and 15 mile challenges, with no maps or GPS allowed.

Bracing winter fell race around Bilberry Fields in Todmorden, offering scenic South West Pennine views and a testing 4.6 mile route with plenty of climb. Friendly club atmosphere with cheap pre entry and on the day entry available.

Celebrate New Year's Eve with the Wormstones fell race in the Peak District, an energetic 8 km with about 400 m of climb. Join at The Beehive in Glossop on 31 Dec 2026 for tough trails, great company and curry after the run.

Ring in the New Year with this scenic, hilly 10.8 km trail around Penistone Hill Country Park near Haworth on 31 December 2026. Entries are limited, chip timing is new for 2026, and every finisher receives a bottle of Daleside beer plus cof..

The Trails and Ales New Years Eve Fell Race will take place in Rivington on Thursday 31 December 2026. You can run 7 miles.

Trail running at Harewood House on 9 January 2027 with 5km, 10km and half marathon routes through the estate; Canicross friendly, live chip timing, medals and free on site parking.