The 10 Best 5 Star Hotels in Helmsley - 2026 Updated Prices

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Our top choices for Helmsley 5-star hotels

Four Poster Double Room With Balcony | 1 bedroom, desk, iron/ironing board, free WiFi

Garden Double Room | Bathroom | Free toiletries, hair dryer, towels, soap

1. Hotel Clementine

Clifton

Anna

£94

includes taxes & fees

11 Oct - 12 Oct

2. Judges Lodgings York

City Centre

Holly

£143

includes taxes & fees

11 Oct - 12 Oct

32-inch flat-screen TV with digital channels, TV

3. MonkBridge House

The Groves

Michael

£115

includes taxes & fees

4 Oct - 5 Oct

Junior Room, Garden View | Hypo-allergenic bedding, in-room safe, soundproofing, iron/ironing board

Junior Room, Garden View | View from room

4. The Carpenters Arms

Thirsk

Stephanie

£116

includes taxes & fees

4 Oct - 5 Oct

5. Brickfields Farm

York

Amanda

£168

includes taxes & fees

23 Sept - 24 Sept

Double Room, Ensuite (Versailles) | Soundproofing, iron/ironing board, WiFi

Double Room, Ensuite (French Rococo) | Soundproofing, iron/ironing board, WiFi

Deluxe Double Room, Ensuite (Samurai) | Soundproofing, iron/ironing board, WiFi

6. Tower Guest House

York

Labib

£84

includes taxes & fees

11 Oct - 12 Oct

Cottage, Private Bathroom (Ivy - Self Catering) | Exterior

7. The Durham Ox

York

Aron

£172

includes taxes & fees

21 Sept - 22 Sept

One-Bedroom House | 1 bedroom, free WiFi

8. Rosella Cottage

Pickering

Cottage | 2 bedrooms, free WiFi, individually decorated, individually furnished

9. Foxes Den

Pickering

£872

includes taxes & fees

27 Sept - 28 Sept

Three-Bedroom House | 3 bedrooms, premium bedding, iron/ironing board, bed sheets

10. Gull's Haven

Saltburn-by-the-Sea

Agnieszka

Luxury House, 3 Bedrooms, Sea View, Beachfront | Beach/ocean view

Luxury House, 3 Bedrooms, Sea View, Beachfront | Private kitchen | Espresso maker, coffee/tea maker, full-sized fridge, microwave

Luxury House, 3 Bedrooms, Sea View, Beachfront | View from room

11. Host & Stay | Burnsyde Beach House

Saltburn-by-the-Sea

12. The Old Pottery

Pickering

Tristan

House | 2 bedrooms, premium bedding, laptop workspace, iron/ironing board

13. Gun Gutter House

Saltburn-by-the-Sea

Luxury Cottage, 2 Double Beds, Non Smoking, Harbour View | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi

14. Harbour Cottage

Saltburn-by-the-Sea

"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...

Alison

Luxury Apartment, Multiple Beds | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi

Luxury Apartment, Multiple Beds | Private kitchen | Coffee/tea maker, fridge, oven, stovetop

Luxury Apartment, Multiple Beds | Living area | Smart TV, video game console, DVD player

15. The Artists Pad

Saltburn-by-the-Sea

David

Luxury Apartment, Multiple Beds, Non Smoking, Beach View | Living area | Flat-screen TV

Luxury Apartment, Multiple Beds, Non Smoking, Beach View | 3 bedrooms, desk, laptop workspace, iron/ironing board

Luxury Apartment, Multiple Beds, Non Smoking, Beach View | Private kitchen | Fridge, stovetop, electric kettle, toaster

Luxury Apartment, Multiple Beds, Non Smoking, Beach View | Bathroom sink

16. Pearl Apartment

Saltburn-by-the-Sea

Karen

2 Bedroom Apartment | 2 bedrooms, premium bedding, desk, laptop workspace

2 Bedroom Apartment | Living area | Flat-screen TV

2 Bedroom Apartment | Private kitchen | Fridge, microwave, stovetop, dishwasher

17. Artsbank Apartment

Saltburn-by-the-Sea

"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!"

Angela

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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.

The Golden Fleece Hotel, Thirsk, North Yorkshire

42 Market Place Thirsk England

£109

1 Oct - 2 Oct

includes taxes & fees

9.2/10 Wonderful! (739 reviews)

Leonardo Hotel Middlesbrough

Fry Street Middlesbrough England

£68

20 Sept - 21 Sept

includes taxes & fees

Station Suites

5 Linthorpe Rd Middlesbrough England

£85

16 Oct - 17 Oct

includes taxes & fees

9.4/10 Exceptional! (65 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

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 stone bridge over a narrow stream, surrounded by stone buildings with red-tiled roofs, and a church with a clock tower in the background.

Top Helmsley Hotel Reviews

Hotel Clementine

10/10 Excellent

"Great location 10 mins walk from York Minister. Nice breakfast and overnight parking."

Find out more about Helmsley

Explore a world of travel with Expedia

Helmsley Holiday Rentals

Things to do in Thirsk

Compare and book 5 Star hotels in Helmsley, York

Change your mind

Treat yourself

Be picky

Check availability on Helmsley 5 Star Hotels

Our top choices for Helmsley 5-star hotels

1. Hotel Clementine

2. Judges Lodgings York

3. MonkBridge House

4. The Carpenters Arms

5. Brickfields Farm

6. Tower Guest House

7. The Durham Ox

8. Rosella Cottage

9. Foxes Den

10. Gull's Haven

11. Host & Stay | Burnsyde Beach House

12. The Old Pottery

13. Gun Gutter House

14. Harbour Cottage

15. The Artists Pad

16. Pearl Apartment

17. Artsbank Apartment

Explore similar 4-star hotels

The Golden Fleece Hotel, Thirsk, North Yorkshire

Leonardo Hotel Middlesbrough

Station Suites

Learn more about Helmsley

Top Helmsley Hotel Reviews

Hotel Clementine

Find out more about Helmsley

Explore a world of travel with Expedia