A medieval castle surrounded by a lush green landscape and a small village in the background.

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Check prices for these dates

Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct
In one month
6 Nov - 8 Nov
In two months
4 Dec - 6 Dec

Our top choices for Helmsley inns

A stone fireplace with a fire, wooden chairs, a table with wine glasses, and a window with a view of the street.

1. The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire
4.0 star property
York
9.2 out of 10, Wonderful, (505 reviews)
"The room was clean and the accommodation convenient. Staff were nice and breakfast lovely. Just noisy as it was a hotel."
Australia
Frances
The price is AED 401
AED 481 total
includes taxes & fees
15 Oct - 16 Oct
The Feathers Hotel, Helmsley, North Yorkshire
A stone building with a red-tiled roof, a stone archway, and a garden with yellow flowers.

2. The Royal Oak Hotel

The Royal Oak Hotel
3.0 star property
York
8.2 out of 10, Very good, (100 reviews)
"The location, facilities and PEOPLE make this a superb place to stay in North Yorkshire"
United Kingdom
C
The price is AED 285
AED 342 total
includes taxes & fees
13 Oct - 14 Oct
The Royal Oak Hotel
A building with a sign reading "EN SUITE ACCOMMODATION" and flower baskets on the wall.

3. The Royal Oak Inn

The Royal Oak Inn
3.5 star property
York
9.4 out of 10, Exceptional, (186 reviews)
"Excellent food and very friendly staff"
United Kingdom
ANDREW
The price is AED 436
AED 523 total
includes taxes & fees
26 Oct - 27 Oct
The Royal Oak Inn
A cozy living room with a fireplace, leather sofas, a wooden coffee table, and a bookshelf.

4. Kings Head Hotel

Kings Head Hotel
3.5 star property
York
8.8 out of 10, Excellent, (198 reviews)
"Good room, nice breakfast "
United Kingdom
Tim
The price is AED 375
AED 450 total
includes taxes & fees
1 Nov - 2 Nov
Kings Head Hotel
An arched entrance with a brick wall and a stone pathway leading to a garden.

5. The Carpenters Arms

The Carpenters Arms
5.0 star property
Thirsk
9.6 out of 10, Exceptional, (177 reviews)
"High end accommodation in a beautiful setting"
United Kingdom
Stephanie
The price is AED 326
AED 392 total
includes taxes & fees
2 Nov - 3 Nov
The Carpenters Arms
A restaurant with a high ceiling, a glass skylight, and a chandelier. Tables and chairs are arranged for dining.

6. Plum and Partridge Inn

Plum and Partridge Inn
4.0 star property
York
9.8 out of 10, Exceptional, (104 reviews)
"Beautiful village, lovely accommodation and great food."
United Kingdom
Jacqueline
The price is AED 439
AED 526 total
includes taxes & fees
25 Oct - 26 Oct
Plum and Partridge Inn
A dining area with a table set for four, a fireplace, and a wall adorned with framed artwork and a wreath.

7. The George Hotel Easingwold

The George Hotel Easingwold
4.0 star property
York
9.2 out of 10, Wonderful, (305 reviews)
"Super friendly old fashioned hotel which is very relaxing. Great helpful staff. Wonderful breakfast."
United Kingdom
Diane
The price is AED 428
AED 514 total
includes taxes & fees
1 Nov - 2 Nov
The George Hotel Easingwold
A bar with various beer glasses and taps, including brands like Black Sheep, Theakston, and John Smith's Extra Smooth.

8. The Oak Tree Inn

The Oak Tree Inn
3.0 star property
York
9.4 out of 10, Exceptional, (189 reviews)
"Quiet, friendly hotel. Very well maintained, lovely room, great staff. We enjoyed our stay!"
United States
Christine
The price is AED 275
AED 330 total
includes taxes & fees
1 Nov - 2 Nov
The Oak Tree Inn
A building with ivy-covered walls and a traditional tiled roof. There are outdoor tables and umbrellas, and a sign indicating 'The Twentworth Arms'.

9. The Wentworth Arms

The Wentworth Arms
2.0 star property
Malton
8.4 out of 10, Very good, (480 reviews)
"Lovely little stay with a sumptuous breakfast."
United Kingdom
Gareth
The price is AED 283
AED 340 total
includes taxes & fees
8 Oct - 9 Oct
The Wentworth Arms
A bar with multiple beer taps, stools, and a variety of bottles and glasses.

10. Grantham Arms

Grantham Arms
4.0 star property
York
9.4 out of 10, Exceptional, (231 reviews)
"Lovely room..friendly staff...great breakfast"
United Kingdom
Jacqueline
The price is AED 255
AED 306 total
includes taxes & fees
11 Oct - 12 Oct
Grantham Arms
A cozy restaurant with a bar, wooden furniture, a fireplace, and a stone wall.

11. The Horseshoe Inn

The Horseshoe Inn
4.0 star property
Pickering
9.8 out of 10, Exceptional, (175 reviews)
"Lovely cottage room, with outside seating, very helpful staff, and good breakfast and tasty dinner....all within a calm and relaxing environment."
United Kingdom
Edna
The price is AED 553
AED 664 total
includes taxes & fees
7 Nov - 8 Nov
The Horseshoe Inn
A cozy dining area with wooden tables and chairs, a window with a view, and a wall decorated with framed pictures and a shelf with bottles.

12. The Kings Arms

The Kings Arms
3.5 star property
Thirsk
9.6 out of 10, Exceptional, (124 reviews)
"Good food and comfortable room"
United Kingdom
Kenton
The price is AED 498
AED 597 total
includes taxes & fees
15 Oct - 16 Oct
The Kings Arms
A bedroom with a double bed, two bedside tables, a chair, and a window with curtains.

13. The Nags Head

The Nags Head
3.5 star property
Thirsk
9.2 out of 10, Wonderful, (238 reviews)
"Lovely friendly pub with accommodation would certainly go again"
United Kingdom
Mel
The price is AED 447
AED 536 total
includes taxes & fees
12 Oct - 13 Oct
The Nags Head
A restaurant with a booth seating area, a bar with stools, and a view through a glass partition.

14. Old Grey Mare

Old Grey Mare
2.0 star property
Clifton
8.0 out of 10, Very good, (1 review)
"The bar."
Australia
mervyn
The price is AED 343
AED 412 total
includes taxes & fees
1 Nov - 2 Nov
Old Grey Mare
A cozy interior with wooden beams, a fireplace, and seating areas.

15. Cross Keys Hotel by Chef and Brewer Collection

Cross Keys Hotel by Chef and Brewer Collection
3.0 star property
Guisborough
8.4 out of 10, Very good, (505 reviews)
"Clean and cosy room, Nice bar, plenty of parking, good choices for breakfast, Hassle free stay. loved it!"
United Kingdom
Martynas
The price is AED 206
AED 248 total
includes taxes & fees
11 Oct - 12 Oct
Cross Keys Hotel by Chef and Brewer Collection
A cozy bar with wooden furniture, a stone wall, and string lights.

16. Downe Arms Inn

Downe Arms Inn
2.0 star property
Whitby
10.0 out of 10, Exceptional, (1 review)
"Great location for Saltburn & Whitby, lovely, quiet village. Sunday lunch was delicious, big portions, very good value for money. Would highly recommend. The room was clean & very comfortable with fantastic views. The bed was very comfy too. The staff were all very friendly and attentative. Will definitely visit again. "
United Kingdom
Rhona
The price is AED 377
AED 452 total
includes taxes & fees
12 Oct - 13 Oct
Downe Arms Inn
A traditional brick building with a sign reading "King's Head Inn" and a view of a green hill in the background.

17. The King's Head Inn - The Inn Collection Group

The King's Head Inn - The Inn Collection Group
3.0 star property
Middlesbrough
9.0 out of 10, Wonderful, (186 reviews)
"Lovely clean bedroom with fantastic views. Breakfast was lovely and the lady who served us was so helpful. Would recommend."
United Kingdom
Johnathon
The price is AED 321
AED 385 total
includes taxes & fees
29 Oct - 30 Oct
The King's Head Inn - The Inn Collection Group
A bedroom with a bed, a yellow armchair, a wooden bench, a desk, and a window with curtains.

18. The Fat Badger York, BW Signature Collection

The Fat Badger York, BW Signature Collection
4.0 star property
City Centre
8.6 out of 10, Excellent, (597 reviews)
"Lovely room and very helpful staff. A great stay… we will look here again when visiting York."
United Kingdom
Jonathan
The price is AED 525
AED 629 total
includes taxes & fees
1 Nov - 2 Nov
The Fat Badger York, BW Signature Collection
A bar area with a counter, stools, and framed pictures on the wall.

19. The New Globe Inn

The New Globe Inn
3.0 star property
Malton
7.6 out of 10, Good, (174 reviews)
"Very good and good price would stay there again"
United Kingdom
Christopher
The price is AED 202
AED 243 total
includes taxes & fees
13 Oct - 14 Oct
The New Globe Inn
A brick building with a central entrance, a staircase, and outdoor seating.

20. Judges Lodgings York

Judges Lodgings York
5.0 star property
City Centre
9.2 out of 10, Wonderful, (705 reviews)
"beautful property with incredible locstion"
United States
Tony
The price is AED 500
AED 600 total
includes taxes & fees
15 Oct - 16 Oct
Judges Lodgings York
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Helmsley Hotel Reviews

The Churchill Hotel

The Churchill Hotel

10/10 Excellent
"Great hotel. Excellent food, friendly staff, nothing too much bother and spotlessly clean."
Shirley 1-night trip
Posted 12 hours ago
The Churchill Hotel