Simon is a TV writer turned travel journalist and photographer who specialises in walking and hiking holidays in the United Kingdom, Europe and beyond. He writes on walking holidays in England for the Wall Street Journal, The Guardian, The Daily Mail, among others.
- Distance: 79 miles (127km)
- Duration: six days
- Start point: Hessle, East Yorkshire
- End point: Filey, North Yorkshire
- Difficulty: Easy to medium
- Suitable for: Relaxed walkers who prefer quiet rural exploration over star attractions at every turn
Yorkshire isn't known for its modesty, especially not when it comes to the well-known (and busy) Dales, Moors and Peak District. In comparison, the Yorkshire Wolds is a quiet and unpretentious stretch of gentle countryside and very quiet paths. The Yorkshire Wolds Way is the best long distance walk you've never heard of; expect homely inns, B&B’s and guesthouses, real ales and hearty traditional food.
The route wends its way from the banks of the expansive Humber estuary, across the tranquil countryside and unspoilt villages of the Wolds to reach the spectacular headland of Filey Brigg on the North Yorkshire Coast.
There are no cities on the route and no serious hills either. Don’t imagine it’s dull though: this is rural England at its best. It’s an area that seems to have bigger skies with wide panoramic views. It’s easy to see why artist David Hockney spent years painting landscapes here.
Yet the Wolds Way is never crowded. In fact, this has been called ‘Britain’s least known National Trail’ by the BBC. Nevertheless, the path is generally well mapped, maintained and way-marked.
At a glance
Destinations
Yorkshire Wolds
Activity
Active, WalkingRelated Guides

The best walking holidays in the UK

The United Kingdom is a walking holiday paradise: Hundreds of thousands of miles of well-mapped public footpaths, beautifully varied landscapes, excellent hospitality, and easily accessible. It’s no wonder this is a nation of walkers.

Walking holidays in England

There are two broad categories of walking holidays in England: single location (‘centre based’) or long distance (‘inn-to-inn’) walks. When I've been walking with a big group or with kids in tow, it can work better being based in one location and heading out on day hikes as the group (and weather) sees fit.

The best walking holidays in Europe

Europe is a famously popular and, in places, crowded travel destination. Escaping the bustle on a walking holiday in Europe's more-remote corners is a good way to escape the day trippers, tour buses and cruise ships that plague the continent’s busier hotspots.

Simon Heptinstall
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Yorkshire Wolds Way
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