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

Tonight
28 Sep - 29 Sep
Tomorrow
29 Sep - 30 Sep
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Helmsley 5-star hotels

A wooden room with a bed, a desk, and a large window.
A wicker chair with a cushion, a glass of champagne, and a bottle on a table.
A reception area with a sign labeled 'RECEPTION,' a blue bench, and a blue cabinet with drawers.
A bar area with various bottles and glasses, including a bottle of Slingsby gin and a glass with a lemon slice.

1. Hotel Clementine

Hotel Clementine
Clifton
United Kingdom
Naresh
2.680.895 ₫
3.217.074 ₫ total
includes taxes & fees
22 Oct - 23 Oct
Hotel Clementine
A brick building with a central entrance, a staircase, and outdoor seating.
A room with a bed, a door labeled "DICK TURPIN", and a brick wall.
A bar area with a wooden counter, a vase of flowers, and a wall with portraits.
A bar area with multiple beer taps, a selection of liquor bottles, and a counter with a menu.

2. Judges Lodgings York

Judges Lodgings York
City Centre
Australia
Holly
3.813.351 ₫
4.576.159 ₫ total
includes taxes & fees
18 Oct - 19 Oct
Judges Lodgings York
A building with a blue door marked with the number 17, white columns, and a small porch with a black railing.
A dining area with a fireplace, multiple tables and chairs, and a large window with curtains.
A living room with a sofa, a glass coffee table, a fireplace, and a bookshelf.
A hallway with a checkered floor, a chandelier, a radiator, and a door with a stained glass window.

3. MonkBridge House

MonkBridge House
The Groves
United States
Raymond
2.934.591 ₫
3.521.578 ₫ total
includes taxes & fees
4 Oct - 5 Oct
MonkBridge House
An arched entrance with a brick wall and a stone pathway leading to a garden.
A cozy restaurant with wooden tables and chairs, stone walls, and a fireplace.
A courtyard with a central lawn, surrounded by buildings with large windows and a brick facade.
A building with a brick facade, large windows, and a flat roof. There is a circular garden with neatly trimmed hedges and a variety of flowers.

4. The Carpenters Arms

The Carpenters Arms
Thirsk
United Kingdom
Stephanie
2.344.582 ₫
2.813.498 ₫ total
includes taxes & fees
30 Sept - 1 Oct
The Carpenters Arms
A dining area with tables set for two, featuring white tablecloths, wine glasses, and potted plants.
A building with beige siding and red-tiled roof, featuring hanging flower baskets and potted plants along the exterior.
A bedroom with a large bed, a sofa, a TV, and a view of the outdoors.
A bedroom with a four-poster bed, a sofa, and a fireplace.

5. Brickfields Farm

Brickfields Farm
York
United Kingdom
Amanda
5.161.081 ₫
6.193.297 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Brickfields Farm
A vanity with three mirrors, a lamp, and a tissue box on a wooden vanity.
A red brick building with a tower, a sign indicating private parking, and a gated entrance.
A room with a TV mounted on the wall, a wooden dining table with chairs, a bed, and a small table with a kettle and cups.
A corner seating area with a sofa, decorative pillows, and a vase of flowers.

6. Tower Guest House

Tower Guest House
York
United Kingdom
Labib
2.680.321 ₫
3.216.386 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Tower Guest House
A wooden cabin with a glass door, a small pool, and a fireplace.
A rustic building with a wooden exterior, a stack of firewood, and various potted plants.
A wooden cabin with a glass door, a small pool, and a patio area.
A cozy cabin interior with a wooden interior, a table with a bottle and glasses, a wicker chair, a fireplace, and a coat hanging on the wall.

7. The Durham Ox

The Durham Ox
York
United Kingdom
Derek
4.587.599 ₫
5.505.119 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The Durham Ox
A stone building with multiple windows and doors, featuring a traditional architectural style with a steeply pitched roof.
A bedroom with a bed, a dresser, a mirror, and a door leading to a bathroom.
A narrow garden with a patio area, stone steps, and a brick wall.
A living room with a sofa, coffee table, and a fireplace. There are framed pictures on the wall and a television on a wooden cabinet.

8. Rosella Cottage

Rosella Cottage
Pickering
Rosella Cottage

9. The Old Pottery

The Old Pottery
Pickering
United Kingdom
Tristan
The Old Pottery

10. Host & Stay | Burnsyde Beach House

Host & Stay | Burnsyde Beach House
Saltburn-by-the-Sea
Host & Stay | Burnsyde Beach House

11. Gull's Haven

Gull's Haven
Saltburn-by-the-Sea
United Kingdom
Agnieszka
Gull's Haven
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.
A modern kitchen with a wooden staircase, a dining area with a wooden table and chairs, and a living area with a sofa and a TV.
A modern kitchen with green cabinets, a dining table, and a staircase leading to an upper level.
A modern farmhouse with three main buildings, a paved driveway, and surrounding green fields.

12. Foxes Den

Foxes Den
Pickering
25.005.437 ₫
30.006.524 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Foxes Den

13. Harbour Cottage

Harbour Cottage
Saltburn-by-the-Sea
United Kingdom
Alison
Harbour Cottage

14. Gun Gutter House

Gun Gutter House
Saltburn-by-the-Sea
Gun Gutter House

15. The Artists Pad

The Artists Pad
Saltburn-by-the-Sea
United Kingdom
David
The Artists Pad

16. Pearl Apartment

Pearl Apartment
Saltburn-by-the-Sea
United Kingdom
Karen
Pearl Apartment

17. Artsbank Apartment

Artsbank Apartment
Saltburn-by-the-Sea
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
1.754.768 ₫
2.105.721 ₫ total
25 Oct - 26 Oct
includes taxes & fees
Leonardo Hotel Middlesbrough
DoubleTree by Hilton York

DoubleTree by Hilton York

St Maurices Road York England
2.315.605 ₫
2.778.726 ₫ total
15 Oct - 16 Oct
includes taxes & fees
DoubleTree by Hilton York
Station Suites

Station Suites

5 Linthorpe Rd Middlesbrough England
2.554.735 ₫
3.065.682 ₫ total
1 Oct - 2 Oct
includes taxes & fees
9.4/10 Exceptional! (67 reviews)
Station Suites
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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.

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 stone tower with multiple arches and battlements, surrounded by grassy fields and a partly cloudy sky.
Photo by Stevekeiretsu (page does not exist)

Top Helmsley Hotel Reviews

Hotel Clementine

Hotel Clementine

10/10 Excellent
"Very helpful staff. Comfortable room. Nice bathroom."
Sarah 1-night trip
Posted 4 hours ago
Hotel Clementine