Our drawing of the route — the shape of the walk, not a navigation aid. Carry OS Explorer on the hill. Off-lead information here is what walkers reported or what signage allows — never our advice. Whether and when a dog is off the lead is the owner’s decision and legal responsibility; keep dogs under control near livestock and follow signs on the day.
The best short walk of the Great Wold Valley villages, and nearly all of it on public bridleway, which means gates instead of stiles and room for a dog on a long line. Out of Kirby Grindalythe past St Andrew's, up the grass bridleway signed at each end that climbs north-west onto the wold, along the gravel track on the top with the whole valley behind you, then down a second bridleway to High Street. Open arable with skylarks over it and no shade at all on the top section. The Gypsey Race in the valley bottom only runs in some years, so do not count on it for water.
Real dog-welcoming cottages from our booking partner holidaycottages.co.uk — live prices, booked on their site. Booking through these links supports Wagfinder and never changes the price you pay.
Birchwood Stable Cottage
Yorkshire · dogs welcome
7 nights from £428
Hawthorn Cottage Yorkshire
Yorkshire · dogs welcome
7 nights from £447
Prospect Lodge Halifax
Yorkshire · dogs welcome
7 nights from £453
Clover Cottage Osmotherley
Yorkshire · dogs welcome
7 nights from £479
Number 2 Bank Top
Yorkshire · dogs welcome
7 nights from £484
Havercroft
Yorkshire · dogs welcome
7 nights from £485
Whisper Cottage
Yorkshire · dogs welcome
7 nights from £520
Lavender Cottage Helmsley
Yorkshire · dogs welcome
7 nights from £521
Dove Cottage Old Malton
Yorkshire · dogs welcome
7 nights from £649
Farmstead Cottage At Bland Close Farm
Yorkshire · dogs welcome
7 nights from £671
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