Trail Running calendar near Guisborough 2026-2027

Tackle the Hardmoors 15, a scenic 17.5 mile circular trail from Robin Hood's Bay along the Cleveland Way. Expect coastal views, rewarding climbs and friendly checkpoints on a limited entry event.

Hardmoors 30 is a winter trail race from Robin Hood's Bay along dramatic cliff top sections of the Cleveland Way, covering about 30 to 32 miles with roughly 3400 ft of ascent. Entries were limited and this edition is now full.

Join the Deepdale Dash, a charity 5 mile trail in Barnard Castle supporting St Teresa's Hospice on 3 January 2026. Enjoy riverside paths, woods and technical trails with boggy sections; bring trail shoes and a reusable bottle.

Run under the stars through Kielder Forest at the Osprey Trail Run on 3 January 2026, a 22 km night trail with rolling singletrack and 447 m of climbing. Race 2 of the Shadowlands series promises atmosphere, prizes and tough trails.

Explore the middle section of the LAW75 on 3 January 2026 with NAV4, covering about 20 miles from Buckden to Mallerstang with minibus support and snacks. Open to all, limited to 12 places; entry £30.

Challenge yourself on the Brampton Trail Run: a scenic, undulating 7 kilometre off road route in Cumbria on 4 January 2026. Expect muddy trails, a finisher medal, and a friendly event village with coffee and photos.

Run a scenic 12 kilometre coastal trail in Whitley Bay, starting on the beach and finishing on the running track at Churchill Playing Fields. Undulating clifftops, coastal paths and muddy woodland deliver an adventurous route with brilliant..

Race 3 of the PECO Cross Country League takes runners to West Park and Beckett Park in Leeds on 4 January 2026 for an undulating single lap of about 4.5 to 5.0 miles. Club teams race in men's and ladies divisions with HQ at The Dalesman.

Join CLOK for lively team score orienteering at Hardwick Park on Sunday 4 January 2026, with 30, 45 or 60 minute map based courses for all abilities. Low entry fees, chip hire and car sharing make it easy to take part.

Test your winter mettle at the Winter Wipeout on 10 January 2026, a marked fell run to the summit of Hedgehope and back from Ingram Cafe. Expect harsh winter conditions so bring required kit and enjoy a dramatic, marshalled climb and descen..

Embrace winter trails in scenic Hamsterley Forest with half marathon and 10k options, a mix of gravel tracks, twisting singletrack and occasional mud. Eco friendly race goodies, safety support and stunning woodland views make this a must.

Explore over 1,000 acres of gardens, woodlands and farmland at Harewood House on January 10 2026 with 5 km, 10 km and half marathon options. Canicross friendly with chip timing and finishers medals plus Wild Deer merch.

Tackle the Bowland Trail Half on 10 January 2026 in Slaidburn, a rugged 13 mile route with 2,000 ft of ascent across trails, tracks and bogs. Expect winter conditions, mandatory kit and a warm finish while supporting local foodbanks.

Bowland Ultra is a tough winter 42 mile trail challenge on 10 January 2026 around the wild Bowland fells, starting and finishing in Slaidburn. Expect 1,700 m of ascent over trails, tracks and bog with hearty aid stations and a finishers mea..

Join Scarborough Rock on 10 January 2026, a scenic LDWA East Yorkshire challenge offering 26 mile and 16 mile routes along coast and countryside. Checkpoints supply food and drink and finishers receive a badge, certificate and a meal.

Run a canicross 10k or Half Marathon through Hamsterley Forest on 10 Jan, on waymarked trails and a friendly forest HQ. Only 70 places; entrants get a bespoke mug, hot soup and free photos while safety rules protect dogs and runners.

Run the Skipton Sweetie Skedaddle on 11 January 2026 in North Yorkshire along flat canal towpaths, with distances from 5K to ultra so every runner can join. Finishers get a bespoke medal and sweet post race treats.

The Trigger Fell Race is a tough 33 km fell run across Black Hill, Bleaklow and Kinder from Marsden to Edale in the Peak District, climbing 1650 m. Entries are limited and profits go to Woodhead Mountain Rescue Team.

A classic winter fell race in Commondale, North York Moors, featuring 8.3 km and 220 m of climb starting from the village hall. Entry on the day and a friendly winter series vibe make it ideal for adventurous runners.

Run the Ashington 10K Trail on 11 January and enjoy a scenic, relatively flat 10 km through Ashington Community Woods and QEII Country Park. Woodland and lakeside trails, a finisher medal and canicross friendly entry make it ideal for winte..