Our drawing of the route, over road and path data from OpenStreetMap. It shows where the walk goes and what it goes through. It is not a survey and not a navigation aid — carry OS Explorer on the hill.
A 2.2-mile hour-long amble around the top of the town with 40 metres of ascent, all of it on pavement, churchyard path and a short surfaced riverside stretch, so it works in any weather and with any age of dog. It starts at the market place below the parish church and runs up Castlegate to the motte-and-bailey castle before dropping to Beck Isle and the old bridge, with free two-hour parking on the market place and long-stay at the station five minutes away. Dogs are welcome on leads in the grounds of the English Heritage castle, the beck at Beck Isle is shallow and easy to reach for a drink, and there is no livestock at all, but a good half of this walk shares pavement with traffic.
Timber lodges on a working farm south-west of Pickering, well placed for Dalby Forest and the steam railway. Dogs are accepted in all of the lodges, so there is no scrambling for the one pet-friendly unit.
A family-run touring park and holiday home site on the Malton road out of Pickering. It is a dog friendly site with no extra charge for dogs, and pitches are allocated with the dog in mind if you say so when you book.
An award-winning farm shop and cafe on the edge of Pickering with a miniature railway and its own pick-your-own fields. Dogs are not permitted inside the cafe but are welcome on the outdoor terrace and lawn, where water bowls are plentiful, and there is a secure hireable dog field beside the cafe so your dog can tear about while you have a takeaway coffee at the picnic tables.
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