Yorkshire and The Hu..
Walking Events Calendar Yorkshire and The Humber 2026-2027
Monthly updates for Yorkshire and The Humber
Get new running races (and updates) in your inbox every month.
Explore the best walking events in Yorkshire and The Humber for 2026-2027! Our updated list features 47 great walks across the region. Find your next walk in Yorkshire and The Humber below and join the walking community at these great events!
June 2027
Walkers follow coastal and moorland routes from Scarborough basecamp with distances from 10 mile to 100km, plus covered rest stops and camping.
From Kettlewell village walkers can choose Three Peaks 17 miles, Two Peaks 13.5 miles or the Valley Walk 4.5 miles in Wharfedale. Water stations at Buckden and Tor Dike crossing; bring a water container. Entry includes parking.
July 2027
The event is a guided, supported crossing from Osmotherley to Ravenscar across the North York Moors, covering just under 39 miles. Small guided groups (max 14) travel by minibus to the opposite end and receive water, sugar snacks and blister plas..
Trail from Pickering to Whitby on mixed terrain alongside the railway, 50K; five marshaled checkpoints provide water and snacks and walkers must finish within 13 hours.
Guided and supported crossing from Osmotherley to Ravenscar across North Yorks Moors moorland. The route is just under 39 miles, typically 15 to 18 hours, with two guides, minibus transfer, checkpoints, water, snacks and blister plasters.
August 2027
The guided, supported east to west crossing runs just under 39 miles from Ravenscar to Osmotherley across North York Moors moorland. Walkers are backed by guides, with supplied water, snacks and blister plasters.
Guided and supported crossing from Osmotherley to Ravenscar across North Yorks Moors moorland. The route is just under 39 miles and usually takes 15 to 18 hours; groups are small (max 14) with support providing water, sugar snacks and blister pla..