Trail Running calendar near Helmsley 2025-2026

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..

Hardmoors 15 starts and finishes in Robin Hood's Bay, a scenic 17.5 mile circular trail with coastal views and about 1700 ft of ascent. The event is shown as full; finishers receive a medal and a Hardmoors technical T shirt.

Take on the Hardmoors 30, a scenic but demanding 30 mile winter trail from Robin Hoods Bay along the Cleveland Way to Scarborough. Expect rugged moorland, dramatic sea views and a true test of endurance.

Start the year under the Wolf Moon with a scenic trail half through woods and along the Five Pits Trail, finishing by a campfire with cake and hot drinks. Finishers get a Wolf Moon medal for a cosy winter challenge.

Take part in the Deepdale Dash, a 5 mile trail fundraiser for St Teresa's Hospice in Barnard Castle on 3 January 2026. Enjoy a scenic riverside route through woods and a nature reserve with on course refreshments and a race memento.

Enjoy a scenic 12 km coastal trail in Whitley Bay, starting on the beach and winding over clifftops, coastal paths and through woodlands before finishing with a lap of Churchill Playing Fields track. Undulating single lap with buff.

Start the year with PECO XC League Race 3, a spirited one lap cross country through West Park and Beckett Park in Leeds on 4 January 2026. Fast, undulating terrain offers a great team and club racing atmosphere.

Celebrate the new year with a fun map based score event at Hardwick Park hosted by CLOK on Sunday 4 January. Choose 60, 45 or 30 minute courses for a timed navigation challenge suitable for all levels.

Take on a winter trail at Hamsterley Forest on 10 January 2026 with a half marathon or 10k on undulating woodland trails. Expect mud, forest views, warm post race soup and a bespoke mug.

Join Yorkshire Trail Runs at Harewood House on 10 January 2026 for scenic 5 km, 10 km and half marathon routes through woodlands and parkland. Canicross friendly with medals, merchandise and chip timing for every finisher.

Take on the Bowland Trail Half in Slaidburn this January for a challenging 13 mile trail with 2000 ft ascent across tracks, singletrack and boggy sections. Enjoy a warm finish meal, a keepsake and support local foodbanks.

Tackle the Bowland Ultra, a 42 mile winter trail challenge around Slaidburn on 10 Jan 2026, with rough trails, boggy sections and big climbs. Aid stations, a finisher meal and fundraising for Morecambe Bay Foodbank make it a memorable day.

Scarborough Rock invites runners and walkers to explore dramatic coastal and moorland scenery through Scarborough, including Oliver's Mount, with 16 and 26 mile options. Enjoy sea views, varied terrain and a warm finish with food and a fini..

Take on the Round Sheffield Run Winter on 10 January 2026, a staged trail enduro through Endcliffe Park with 11 timed stages across Sheffield parkland. Expect competitive timed sections, relaxed transitions and a lively post race party.

Take on the Montane Winter Spine, a continuous 268 mile winter race along the Pennine Way from Edale to Kirk Yetholm with a 168 hour limit. Expect harsh winter weather and strict qualification rules for this epic endurance test.

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.

Take on the Trigger Fell Race, a classic linear fell run across Black Hill, Bleaklow and Kinder from Marsden to Edale with seven checkpoints including trig points. Entries are limited and pre entry is required, with profits to Woodhead Moun..

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.

Join the Ashington 10K Trail Run on Sunday 11 January 2026 for a scenic 10 km through Ashington Community Woods and QEII Country Park. Enjoy flat woodland trails, lakeside paths and a canicross friendly vibe with medals at the finish.

Take on The Lamb's Longer Leg in Hayfield, Peak District on Sunday 11 Jan 2026, a scenic but testing 5 km course with 305 m of climb. Entry is by pre entry only and parking is limited; teams are welcome.