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

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Check availability on Helmsley 5 Star Hotels

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

Our top choices for Helmsley 5-star hotels

A wooden room with a bed, a desk, and a large window.

1. Hotel Clementine, BW Premier Collection

Hotel Clementine, BW Premier Collection
5.0 star property
Clifton
9.2 out of 10, Wonderful, (1,001 reviews)
"Unique rooms and friendly staff made it more than a pleasant stay, hotel was spotless and very nicely designed all throughout"
United Kingdom
Konna
The price is £97
includes taxes & fees
8 Nov - 9 Nov
Hotel Clementine, BW Premier Collection
A brick building with a central entrance, a staircase, and outdoor seating.

2. Judges Lodgings York

Judges Lodgings York
5.0 star property
City Centre
9.2 out of 10, Wonderful, (712 reviews)
"beautful property with incredible locstion"
United States
Tony
The price is £133
includes taxes & fees
10 Nov - 11 Nov
Judges Lodgings York
A building with a blue door marked with the number 17, white columns, and a small porch with a black railing.

3. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (277 reviews)
"I loved it. Bed was so comfortable. The breakfast was 10/10. I am so glad I stayed at this location! 5 min walk to the historic center of town but quiet at the B&B."
United States
Stephanie
The price is £101
includes taxes & fees
8 Nov - 9 Nov
MonkBridge House
A dining area with a wooden table set for four, a kitchen with a central island, and a view through a glass door to the outside.

4. The Carpenters Arms

The Carpenters Arms
5.0 star property
Thirsk
9.6 out of 10, Exceptional, (180 reviews)
"Lovely junior garden room with a very nice view! Very cosy and dog friendly! Super food served and the staff especially Jane & Lauren were so lovely and gave super service! Would highly recommend staying or dining here!"
United Kingdom
NICOLA
The price is £92
includes taxes & fees
11 Nov - 12 Nov
The Carpenters Arms
A vanity with three mirrors, a lamp, and a tissue box on a wooden vanity.

5. Tower Guest House

Tower Guest House
5.0 star property
York
9.8 out of 10, Exceptional, (182 reviews)
"Clean room and free parking"
Canada
Steve
The price is £84
includes taxes & fees
8 Nov - 9 Nov
Tower Guest House
A dining area with tables set for two, featuring white tablecloths, wine glasses, and potted plants.

6. Brickfields Farm

Brickfields Farm
5.0 star property
York
9.8 out of 10, Exceptional, (178 reviews)
"An excellent place to stay. Fabulous food and welcoming staff"
United Kingdom
Sherridan
The price is £152
includes taxes & fees
1 Nov - 2 Nov
Brickfields Farm
A wooden cabin with a glass door, a small pool, and a fireplace.

7. The Durham Ox

The Durham Ox
5.0 star property
York
9.8 out of 10, Exceptional, (145 reviews)
"We absolutely love this place and just stayed for our second time! Friendly staff, amazing food and cosy accommodation. Very quiet and picturesque. Highly recommend as a countryside getaway for a few days"
United Kingdom
Stephanie
The price is £150
includes taxes & fees
9 Nov - 10 Nov
The Durham Ox
Living room

8. The Old Pottery

The Old Pottery
5.0 star property
Pickering
10.0 out of 10, Exceptional, (2 reviews)
"Great place nice and big ,"
United Kingdom
Tristan
The Old Pottery
Beach/ocean view

9. Host & Stay | Burnsyde Beach House

Host & Stay | Burnsyde Beach House
5.0 star property
Saltburn-by-the-Sea
Host & Stay | Burnsyde Beach House
A stone building with multiple windows and doors, featuring a traditional architectural style with a steeply pitched roof.

10. Rosella Cottage

Rosella Cottage
5.0 star property
Pickering
Rosella Cottage
A modern room with a large sliding glass door leading to an outdoor deck. The deck features a cushioned seating area with two chairs and a sofa.

11. Foxes Den

Foxes Den
5.0 star property
Pickering
The price is £862
includes taxes & fees
7 Nov - 8 Nov
Foxes Den
Terrace/patio

12. Gull's Haven

Gull's Haven
5.0 star property
Saltburn-by-the-Sea
8.0 out of 10, Very good, (1 review)
"Great location and great house. Communication could be better."
United Kingdom
Agnieszka
Gull's Haven
Property entrance

13. Harbour Cottage

Harbour Cottage
5.0 star property
Saltburn-by-the-Sea
9.0 out of 10, Wonderful, (2 reviews)
"A delightful cottage in the heart of the village. Next door to the butchers and one minute from two pubs and a tea room. Access to the cottage was easy with the lock box arrangement. It has all amenties, coffee, milk, plenty of pots, pans and utensils. We used the oven and hob with no problems. Theres also washing up liquid and so on so no need to take your own. The bedrooms are light and airy and tge bathroom clean with the essentials. The cottage manual and the tablet are thoughtful...
United Kingdom
Alison
Harbour Cottage
Living room

14. Gun Gutter House

Gun Gutter House
5.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (1 review)
Gun Gutter House
Room

15. The Artists Pad

The Artists Pad
5.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (2 reviews)
"Loved my stay, property is really stylish and has all the comforts of home and more... "
United Kingdom
David
The Artists Pad
Living area

16. Pearl Apartment

Pearl Apartment
5.0 star property
Saltburn-by-the-Sea
10.0 out of 10, Exceptional, (4 reviews)
"Brilliant stay, lovely apartment, plenty for kids to do - altogether excellent!"
United Kingdom
Karen
Pearl Apartment
Room

17. Artsbank Apartment

Artsbank Apartment
5.0 star property
Saltburn-by-the-Sea
9.0 out of 10, Wonderful, (2 reviews)
"Amazing, spacious, well equipped, modern apartment in a great location for town and coast. Very helpful and responsive staff. A few very small niggles on equipment (2 small pans, no big one - meant pasta in two pans and sauce in casserole in the oven!) and facilities (no drawers in bedrooms, no blind in bathroom) means a 95 rather than 100% positive review - but we would really really recommend!"
United Kingdom
Angela
Artsbank Apartment
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Helmsley.
Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

Fry Street Middlesbrough England
The price is £59 per night from 29 Nov to 30 Nov
£59
29 Nov - 30 Nov
includes taxes & fees
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Learn more about Helmsley

Nestled in North Yorkshire, this charming market town invites exploration of its medieval castle ruins and the National Centre for Birds of Prey. Wander cobblestone streets lined with independent shops before hiking scenic trails through the surrounding North York Moors.

See all hotels in Helmsley
A historic castle ruin with two towers on a grassy hill.
Photo by Paul Lakin
Open Photo by Paul Lakin

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