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.
A flat 3.7-mile riverside stroll with barely 10 metres of ascent, an hour and a half, on mown grass paths and field edges beside the River Leven, finishing over the seventeenth-century packhorse bridge in the town. Start from Stokesley market place, which has free short-stay parking and frequent buses from Middlesbrough and Great Ayton. The Leven is shallow and easy to get in and out of the whole way, there are bins and benches along the town stretch, and dogs can be off the lead on the riverside greens, though the outer field section is sometimes grazed.
Bexters is a place to eat in Stokesley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.
Brass Monkey Beer Boutique is a pub on High Street, Stokesley. It is listed here so you know it is there, but we have not yet established whether dogs are welcome — so there is no verdict on this page and no stamp. If it is your business, claim the page and tell us, and we will stamp it.
A small tap room and micro-pub in the middle of Stokesley, all cask and craft and no fruit machines. Well behaved dogs are welcomed indoors as well as in the beer garden, and the owners say so in as many words on their own FAQ.
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.
Roseberry View
Yorkshire · dogs welcome
7 nights from £1,507
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
Know one we have missed?
Local knowledge beats desk research every time. Name the place and we will check it properly — the venue's own policy, confirmed, then stamped and dated like every other listing.
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