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.
Kirby Grindalythe sits on the Gypsey Race in the Great Wold Valley, and this loop takes the bridleway climbing north-west out of the village onto the wold at about 173 metres, runs west along the wold-top track towards High Mowthorpe, then drops back south-west on a second bridleway to rejoin High Street a mile west of the village. St Andrew's church at the start has a vast Victorian mosaic of St Christopher on its west wall, which is worth two minutes before you set off. The last mile back into the village is on the valley road, which is quiet but has no pavement. The Gypsey Race is usually dry here in summer, so this is not a walk to rely on for the dog to drink.
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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