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Walking Events Calendar Yorkshire and The Humber 2026-2027

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Monthly updates for Yorkshire and The Humber

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Explore the best walking events in Yorkshire and The Humber for 2026-2027! Our updated list features 33 great walks across the region. Find your next walk in Yorkshire and The Humber below and join the walking community at these great events!

July 2026
A charity walk of 10 miles around York starting at The Tap by York Train Station on a new shorter 2026 route. The urban course visits 10 pubs as regular rest points and is suitable for walkers of varied experience.
A 5 km walk is offered alongside 5 km and 10 km courses at Aske Hall, starting by the stable block. Trails cross pasture, tracks and woodland, may be muddy; trail shoes recommended; water on 10 km second lap and at the 5 km finish.
Guided and supported crossing of the North York Moors between Ravenscar and Osmotherley, across open moorland to the coast. The route is just under 39 miles and groups are supported with checkpoints, water, snacks and blister plasters, with a max..
Walkers can take part in the Colour Run at Laund Hill Sports Complex on New Hey Road in Huddersfield HD3 3XF. The event appears in the walking category and offers entries from £12 with child, adult and family tickets available.
Guided and supported crossing of the North Yorks Moors from Osmotherley to Ravenscar, route is just under 39 miles. Groups get minibus transfer, water, snacks and blister plasters; walkers typically take 15 to 18 hours.
Walkers can choose laps of 2.5k, 5k, 10k or 15k on an inflatable obstacle course in York, North Yorkshire, with each 2.5k lap repeating the obstacles. The non timed event includes music zones, an on course water station, toilets and a free..
October 2026
Walkers can tackle the self navigated 50k route (also 25k option) starting in Grassington, passing Malham Tarn, Buckden Pike and sections of the Dales Way across runnable trails and boggy moorland. GPX routes, aid stations with hot and cold food..
November 2026
A 24 mile challenge walk with 3,500 ft ascent across the Hambleton Hills starting at Kilburn. Refreshments en route, Tea and Toast at the start, checkpoints with closing times and mandatory kit required; no dogs.
Walkers can use a shorter 3 km wheelchair friendly circuit of Aireville Park starting on Skipton High Street, while a longer 5 km multi terrain undulating route goes through Aireville Park and Skipton Woods. Suitable for ages 6 and over, the..
January 2027
Three circular routes of 21 miles, 13 miles and 10 miles start and finish at The Leggers Inn, Dewsbury, West Yorkshire. Maps and GPX are available and checkpoints supply drinks and snacks; participants should bring their own mug.
February 2027
Walkers follow country paths around Harrogate, passing Nidd Gorge. Routes 14.3 miles, 20.3 miles and 34.3 miles start at the field by St Robert's Church Pannal with checkpoints supplying water and vegan and gluten free snacks.
March 2027
Walkers follow the Welcome Way circular trail from Otley with route options 13/20/34/50 Miles, across moorland, rivers, canals, reservoirs, farmland and woodland. Checkpoints provide water, coke, energy bars and crisps and the start is a short wa..
Guided and supported crossing from Osmotherley to Ravenscar across North York Moors covering just under 39 miles. Two guides, checkpoints and support provide water, sugar snacks and blister plasters; groups max 14, typical 15 to 18 hours.
May 2027
Guided and supported W to E crossing from Osmotherley to Ravenscar across North Yorks Moors moorland, covering just under 39 miles. Groups cap 14 walkers with two guides, minibus transfer to the far end and checkpoints with water, unlimited sugar..
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