Trail Running calendar near Whitby 2025-2026

Celebrate Boxing Day with the Chevin Chase, a hilly 7 mile road and trail loop around scenic Otley Chevin near Guiseley. Chip timed and supporting local causes, finishers choose a technical shirt or a tree planted in their name.

Join the Guisborough Woods Fell Race, a tough 5.5 mile three lap forest course with steep climbs and technical slippery descents. Part of the Dave Parry Lets Run Winter Series, it welcomes seniors, teams and juniors.

Join the Booze Run on Sunday 28 December 2025 in Arkengarthdale for a scenic 9 km trail through the Yorkshire Dales with rewarding climbs and a pub checkpoint in Booze. Friendly atmosphere, on the day entries welcome and prizes for first ma..

Explore York on foot at New Earswick Urban on Sunday 28 December starting at New Earswick Bowling Club. Choose from five courses ranging from family friendly to challenging urban routes, including a junior and family course. Entries close 2..

Ring in the New Year with the Daleside Auld Lang Syne fell race at Penistone Hill on 31 December. A muddy 6.7 mile loop with about 1000 ft of ascent, capped entries and a bottle of Daleside beer included.

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..

Start the year with the Nine Standards fell race in Kirkby Stephen on 1 January 2026, a challenging 8 mile course with 549 m of climb across classic Cumbrian hills. Pre entry is required and full FRA kit is mandatory.

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.

Support St Teresa's Hospice at the Deepdale Dash, a scenic 5 mile trail through the River Tees, Pecknell Woods and Deepdale Nature Reserve. Expect muddy, technical terrain and a warm finish with refreshments and a race memento.

Explore the middle section of the LAW75 with NAV4 on 3 Jan 2026, a scenic 20+ mile recce from Buckden toward Mallerstang with minibus support and iconic ridge views. Places are limited to 12 so book early.

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..

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.

Breeze through winter woods at Hamsterley Forest with a scenic half marathon or 10k on 10 January 2026. Finish in style with a bespoke mug, wild flower seeds and hot soup to warm you after the trails.

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.

Scarborough Rock on Saturday 10 January 2026 offers 16 and 26 mile routes along coastal cliffs, Oliver's Mount and moorland from Scalby Parish Hall. Checkpoints, a post race meal and finishers badges add local charm; entries are now closed..

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.