HelmsleyPhoto: Darren Haddock, CC BY-SA 2.0
The Black Swan
Gastropub
Dog welcome in the room and at dinner.
Pubs with Rooms / North Yorkshire
A handsome market town on the edge of the North York Moors, with one of Yorkshire's most decorated kitchens two miles down the road.
Helmsley sits where the Yorkshire Wolds meet the North York Moors, a cobbled market square ringed by pubs and a ruined castle at one end of the high street. It’s an easy base for walking the Cleveland Way or driving into the Moors, and it happens to have one of the country’s best-regarded kitchens within a five-minute drive, in the village of Harome.
Two pubs sit right on the Market Place — the Black Swan and the Feathers — both proper working pubs with rooms upstairs, and both take dogs by arrangement rather than as a blanket policy. Neither has a station in town: Helmsley lost its railway in 1953, so you’re looking at a taxi from Malton, Thirsk or York whichever way you arrive.
The one to plan around carefully is the Star Inn at Harome. It’s a genuine village pub with a Michelin star attached, which means the food side of a stay here is not optional in the way it is elsewhere — read the dog policy and the dinner-booking rules before you commit a weekend to it.
HelmsleyPhoto: Darren Haddock, CC BY-SA 2.0
Gastropub
Dog welcome in the room and at dinner.
HelmsleyPhoto: Ian Taylor, CC BY-SA 2.0
Pub grub
Dogs aren't allowed in the restaurant at dinner, but are welcome in the bar — worth asking if food's served there if you want to eat together.
HelmsleyPhoto: JThomas, CC BY-SA 2.0
Pub grub
Not in Helmsley itself, but close enough to stay — the town's shops, pubs and sights are only a short trip in from any of these.

Photo: Paul Harrop, CC BY-SA 2.0
from £190
Harome — 2 miles / about 5 minutes' drive
Destination dining
Dogs aren't allowed in the restaurant at dinner, but are welcome in the bar — worth asking if food's served there if you want to eat together.

Photo: Geograph contributor, CC BY-SA
Byland Abbey — About 7 miles / 15 minutes' drive, near Coxwold
Gastropub
Dogs are not allowed in bedrooms here.
HelmsleyPhoto: Darren Haddock, CC BY-SA 2.0
Appleton-le-Moors — about 8.0 miles away
Gastropub
Dog welcome in the room and at dinner.
All of this is from published sources — none of these pubs have been confirmed with us directly yet.
| Pub | Dogs in bedroom | Dogs at dinner | Charge |
|---|---|---|---|
| The Abbey Inn, Byland Byland Abbey | No dogs in rooms | Dogs welcome at dinner | Not confirmed |
| The Black Swan Helmsley | Dogs in all rooms | Dogs in certain areas only | £15 / night |
| The Feathers Hotel Helmsley | Selected rooms only | No dogs in the restaurant | £15 / night |
| The Moors Inn Appleton-le-Moors | Dogs in all rooms | Dogs in certain areas only | Not confirmed |
| The Royal Oak Hotel Helmsley | Dogs in all rooms | Not confirmed | £5 / stay |
| The Star Inn at Harome Harome | Selected rooms only | No dogs in the restaurant | £30 / stay |
All of this is from published sources — none of these pubs have been confirmed with us directly yet.
| Pub | Standard | Kitchen | Booking |
|---|---|---|---|
| The Abbey Inn, Byland Byland Abbey | Gastropub 1 award | Closed Tue, Wed | Dinner included |
| The Black Swan Helmsley | Gastropub 1 award | Every day | Book dinner separately |
| The Feathers Hotel Helmsley | Pub grub | Every day | Book dinner separately |
| The Moors Inn Appleton-le-Moors | Gastropub | Not confirmed | Not confirmed |
| The Royal Oak Hotel Helmsley | Pub grub | Every day | Book dinner separately |
| The Star Inn at Harome Harome | Destination dining 4 awards | Closed Mon | Dinner included |