Trail Running calendar near Scarborough 2026-2027

Start the new year with The Irregulars at Leggers Inn for the 19th Hangover Hike, a pub start walk or run with 10, 17 or 21 mile routes and checkpoints with tea and snacks. Routes can be shortened or lengthened on the day and all are welcom..

Celebrate New Year with the classic Captain Cooks Fell Race in Great Ayton on 1 January 2026. A challenging lap to Captain Cook's Monument across steep muddy trails and forest, organised by volunteers with proceeds to charity.

Start the New Year at the Giant's Tooth fell race in the South West Pennines, a punchy 3 mile course with 120 m of climb and sweeping moorland views. Limited to 100 pre entry places, based at the Causeway Foot Inn with Ogden Water registrat..

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 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.

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.

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.

Join Round Sheffield Run Winter in Endcliffe Park for a multi stage trail enduro with 11 timed stages across scenic parkland. Warm up afterwards with hot food, mulled wine, a heated marquee, a DJ and a finisher medal.

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..

Orienteering at Beverley Westwood on Sunday 11 January offers runnable common land, small woods and some climbs across courses for all abilities from White to Brown. Golf greens are out of bounds and dogs are welcome under control.

Take on winter fell at Giggleswick School on 11 January 2026 with a testing 6.2 km course and 135 m of climb to challenge your trail legs. Advance entry via Helm Hill is required and juniors are welcome to join shorter races.