Trail Running calendar near Whitby 2026-2027

A Christmas Shakeout run organised by DalesRunner on Sunday 29th December in the Northern Yorkshire Dales, presented as a seasonal trail run on marked routes within the DalesRunner event programme.

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..

On 3 January 2027 at Gibside National Trust Wild Deer Events holds 5 mile and 10 mile trail runs across over 600 acres of gardens, woodland and countryside. The event is Canicross friendly and includes chip timing and a finisher medal.

A circular trail race of about 17.5 miles from Robin Hoods Bay with 1700 ft ascent and an 8 hour limit. Checkpoints supply food and drink and a list of mandatory safety kit must be carried.

A winter trail event of about 30 miles on the Cleveland Way and Cinder Track from Robin Hood's Bay toward Scarborough, with roughly 3,400 ft of ascent, staffed checkpoints, mandatory winter safety kit and an 11-hour limit.

Trail races across the grounds of Harewood House offering 5km, 10km and half marathon distances with age minimums. Canicross welcome; live chip timing, finisher medal, merchandise and free parking.

A *10 km* trail run in Ashington on 10 January 2027, featuring woodland, lakeside and grassland paths through Ashington Community Woods and QEII Country Park. The event is canicross friendly and includes chip timing and a finisher's medal.

Flat out and back races along the Leeds to Liverpool Canal at Kirkstall. Distances range from 10K to ultramarathon, with feed stations, marshals and Trail Running Association licensing.

Two races start from Kirkstall Bridge Inn: a scenic ~16 km trail along canal and riverside paths, and a flat 10 km out and back on the canal towpath. Courses are fully marked and marshalled with basic facilities at race HQ.

Night trail running on single-track forest trails at Dalby Forest Visitor Centre. Entries are limited to 650 and close online on 19/01/2027; minimum age is 16 and participants must use a headtorch or hand torch.

Winter canal runs in Saltaire along the Leeds and Liverpool Canal with distances from 10K to Marathon on a mostly flat towpath. Fully marshalled course with drink stations, canal side loos and a bespoke finisher medal.

Coastal beach and trail runs at Druridge Bay Country Park with 10 km and half marathon options; canicross is permitted and finishers receive a medal and refreshments.

A 10 km race at Sowerby Bridge Pool that mixes muddy trail terrain with a tarmac return. A two person relay option is offered and entries are limited to 100 participants.

A trail event in Slaithwaite along the Huddersfield narrow gauge canal with options from 5k to marathon. Feed stations, marshals and a 6.5 hour cut off support participants across varied canal and tunnel terrain.

Relaxed, cash-only weekend runs beside the canal at the Fisherman Inn in Bingley, offering 5K, 10K and half marathon options with on-the-day registration and a jumble medal plus a beer or soft drink for finishers.

A winter ultra on the Pendle Way from Barley, with 45 mile and 30 mile options across waymarked moorland routes. Open to runners and walkers with route maps and GPX files provided.

Experience a unique 10 mile nighttime trail run through the fabled Simonside Hills of Northumberland. Navigate rocky trails and steep climbs under the stars in this atmospheric winter event.

Test your endurance at the Wadsworth Trog fell race in the South and West Pennines. This 31 km event features over 1100 meters of climbing and requires navigation skills for participants traversing the Hebden Bridge landscape.

Flat, waterside races along the Leeds and Liverpool Canal offering distances from 10K to ultra marathon, Trail Running Association licensed and supported with feed stations and a sweet-filled finish.

A roughly 10-mile point-to-point coastal trail run on 7 February 2027 from Druridge Bay to Newbiggin-by-the-Sea, with chip timing, an aid station, bag drop and allowance for one controlled dog per runner.