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Nov 12 - Nov 13
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Nov 13 - Nov 14
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Our top choices for Cleveland Hills hotels

A large stone building with multiple windows and a prominent red ivy-covered section.

1. Gisborough Hall Country House Hotel & Spa

Gisborough Hall Country House Hotel & Spa
4.0 star property
13.7 km from Cleveland Hills
9.2 out of 10, Wonderful, (717 reviews)
"Lovely rooms and new spa is great"
United Kingdom
Ellen
The price is CA $199
CA $239 total
includes taxes & fees
Nov 23 - Nov 24
Gisborough Hall Country House Hotel & Spa
A bedroom with a bed, bedside tables, a chair, and a window with curtains.

2. The Treebridge Hotel

The Treebridge Hotel
3.0 star property
10.8 km from Cleveland Hills
9.8 out of 10, Exceptional, (7 reviews)
The price is CA $183
CA $219 total
includes taxes & fees
Nov 15 - Nov 16
The Treebridge Hotel
A traditional brick building with a sign reading "King's Head Inn" and a view of a green hill in the background.

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

The King's Head Inn - The Inn Collection Group
3.0 star property
10.5 km from Cleveland Hills
9.0 out of 10, Wonderful, (190 reviews)
"Very nice surprise with the location at the bottom of Roseberry Toppin , didn’t know about this until we arrived . The hotel is a treat to stay there. We were going to a friends house in Whitby and travelling from west of Scotland. Hence it was good to stop off , we visited Stokesley near bye and loved the English village life . We will stop here again and the cost was worth it."
United Kingdom
Michael
The price is CA $125
CA $149 total
includes taxes & fees
Nov 15 - Nov 16
The King's Head Inn - The Inn Collection Group
A large, historic building with a symmetrical facade, multiple chimneys, and a central entrance.

4. Crathorne Hall Hotel

Crathorne Hall Hotel
4.0 star property
16.2 km from Cleveland Hills
9.4 out of 10, Exceptional, (263 reviews)
"Excellent friendly staff And beautiful surroundings"
United Kingdom
Andrea
The price is CA $201
CA $241 total
includes taxes & fees
Dec 6 - Dec 7
Crathorne Hall Hotel
A cozy pub interior with a stone fireplace, wooden walls, and framed pictures.

5. The Fox and Hounds

The Fox and Hounds
4.0 star property
11.9 km from Cleveland Hills
9.4 out of 10, Exceptional, (245 reviews)
"great hotel"
United Kingdom
Charles
The price is CA $181
CA $218 total
includes taxes & fees
Dec 13 - Dec 14
The Fox and Hounds
A restaurant with wooden furniture, a staircase, and a chandelier.

6. Royal Oak Hotel

Royal Oak Hotel
3.5 star property
8.6 km from Cleveland Hills
9.4 out of 10, Exceptional, (94 reviews)
"Really lovely visit - great breakfast"
United Kingdom
Neil
The price is CA $167
CA $201 total
includes taxes & fees
Nov 18 - Nov 19
Royal Oak Hotel
A hotel with a stone facade, large illuminated letters 'W' and 'S', and a parking lot in front.

7. Wainstones Hotel

Wainstones Hotel
3.0 star property
6.1 km from Cleveland Hills
8.8 out of 10, Excellent, (280 reviews)
"Wonderful experience."
United Kingdom
Soumyajyoti
The price is CA $172
CA $206 total
includes taxes & fees
Nov 13 - Nov 14
Wainstones Hotel
A stone building with an entrance labeled "Entrance," a brick pathway, and potted plants.

8. Cross Keys Hotel by Chef and Brewer Collection

Cross Keys Hotel by Chef and Brewer Collection
3.0 star property
13.3 km from Cleveland Hills
8.4 out of 10, Very good, (514 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 CA $85
CA $102 total
includes taxes & fees
Nov 15 - Nov 16
Cross Keys Hotel by Chef and Brewer Collection
A building with a sign reading "EN SUITE ACCOMMODATION" and flower baskets on the wall.

9. The Royal Oak Inn

The Royal Oak Inn
3.5 star property
15.4 km from Cleveland Hills
9.4 out of 10, Exceptional, (187 reviews)
"Excellent food and very friendly staff"
United Kingdom
ANDREW
The price is CA $176
CA $211 total
includes taxes & fees
Dec 6 - Dec 7
The Royal Oak Inn
A spacious living room with a grand chandelier, plush seating, and elegant decor.

10. Brockley Hall Hotel

Brockley Hall Hotel
4.0 star property
19.7 km from Cleveland Hills
9.4 out of 10, Exceptional, (564 reviews)
"Great stay"
Canada
Leah
The price is CA $243
CA $292 total
includes taxes & fees
Nov 15 - Nov 16
Brockley Hall Hotel
A dining table set with tea service, chairs, and a stone wall with a mural.

11. The Cornmill

The Cornmill
4.0 star property
19.9 km from Cleveland Hills
9.8 out of 10, Exceptional, (100 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
The price is CA $215
CA $215 total
includes taxes & fees
Nov 13 - Nov 14
The Cornmill
A stone fireplace with a fire, wooden chairs, a table with wine glasses, and a window with a view of the street.

12. The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire
4.0 star property
19.1 km from Cleveland Hills
9.2 out of 10, Wonderful, (510 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 CA $112
CA $135 total
includes taxes & fees
Nov 19 - Nov 20
The Feathers Hotel, Helmsley, North Yorkshire
A riverside pub with a traditional white facade and a sign reading "The Buck".

13. The Buck Hotel

The Buck Hotel
3.0 star property
8.8 km from Cleveland Hills
9.0 out of 10, Wonderful, (28 reviews)
"Comfortable room, spacious, quiet, clean."
United Kingdom
Wendy
The price is CA $184
CA $221 total
includes taxes & fees
Nov 15 - Nov 16
The Buck Hotel
A stone building with multiple windows, a gravel driveway, and outdoor seating.

14. White Horse Farm Inn

White Horse Farm Inn
3.5 star property
14.7 km from Cleveland Hills
8.6 out of 10, Excellent, (234 reviews)
"Great place to stay. Amazing views from our room. Our dog was welcome. Food was great. Very happy and will definitely rerun"
United Kingdom
Susan
The price is CA $121
CA $145 total
includes taxes & fees
Nov 13 - Nov 14
White Horse Farm Inn
A bar area with a fireplace, stools, and a television screen displaying an outdoor scene.

15. Welbury Studio, Sleeps 2, Pet Friendly & Parking

Welbury Studio, Sleeps 2, Pet Friendly & Parking
3.0 star property
19.8 km from Cleveland Hills
9.6 out of 10, Exceptional, (5 reviews)
"Very helpful, we were going to be later than anticipated arriving, phoned to let them know, they reassured us it was no problem, everything was ready for our stay. Check-in at the bar was easy, staff showed us to our studio, staff very cheerful. Food in the pub was great, not just pub grub. Only downside, studio was small."
United Kingdom
Gillian
The price is CA $89
CA $106 total
includes taxes & fees
Dec 13 - Dec 14
Welbury Studio, Sleeps 2, Pet Friendly & Parking
A wooden cabin with a teal door, a window, and a small patio table.

16. The Crown - Hutton le Hole

The Crown - Hutton le Hole
3.5 star property
16.8 km from Cleveland Hills
9.8 out of 10, Exceptional, (80 reviews)
"Very well presented and clean, staff friendly and helpful when we arrived. Didn't get a chance to try the food in the pub, but that gives us a reason to go back again, which we will definitely do."
United Kingdom
Norman
The price is CA $189
CA $227 total
includes taxes & fees
Nov 15 - Nov 16
The Crown - Hutton le Hole
A sunlit patio with a glass table and chairs, overlooking a garden and a forested area.

17. Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
13.2 km from Cleveland Hills
8.6 out of 10, Excellent, (59 reviews)
"The lady on reception last night was lovely. Showed us round the facilities and to my room. Bedroom was clean and tidy. Was going for an operation so want able to do breakfast but I’d definitely book again and bring my girls. The hotel was a lovely old manor style house with all its features."
United Kingdom
Sophie
The price is CA $169
CA $203 total
includes taxes & fees
Nov 19 - Nov 20
Brass Castle Country House Accommodation
A wooden-floored dining area with a table and chairs, a bench, and a floral-patterned chair.

18. The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group
4.0 star property
19 km from Cleveland Hills
8.8 out of 10, Excellent, (457 reviews)
"What a lovely hotel, the room was lovely and breakfast very good. We ate in the restaurant, the food was very good, service a little slow"
United Kingdom
lesley
The price is CA $172
CA $206 total
includes taxes & fees
Nov 19 - Nov 20
The Black Swan - The Inn Collection Group
A historic stone building with a central tower, a driveway, and a parked car.

19. Classic Lodges Grinkle Park Easington

Classic Lodges Grinkle Park Easington
4.0 star property
18.9 km from Cleveland Hills
8.8 out of 10, Excellent, (107 reviews)
"We had an exceptional experience. Food both dinner and breakfast were excellent. Staff we were great."
United States
peter
The price is CA $199
CA $239 total
includes taxes & fees
Nov 18 - Nov 19
Classic Lodges Grinkle Park Easington
A brick building with a sign reading "CHAPTERS Boutique Hotel".

20. OYO The Leven

OYO The Leven
3.0 star property
9.1 km from Cleveland Hills
7.6 out of 10, Good, (147 reviews)
"Room lovely and clean, staff where good stay again"
United Kingdom
Anthony
The price is CA $80
CA $106 total
includes taxes & fees
Dec 8 - Dec 9
OYO The Leven
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.
View all properties

Compare popular hotels close to Cleveland Hills

Property
Star rating
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A large stone building with multiple windows and a prominent red ivy-covered section.
Gisborough Hall Country House Hotel & Spa
4.0 star property
9.2
Wonderful
717 reviews
View
A bedroom with a bed, bedside tables, a chair, and a window with curtains.
The Treebridge Hotel
3.0 star property
9.8
Exceptional
7 reviews
View
A traditional brick building with a sign reading "King's Head Inn" and a view of a green hill in the background.
The King's Head Inn - The Inn Collection Group
3.0 star property
9.0
Wonderful
190 reviews
View
A large, historic building with a symmetrical facade, multiple chimneys, and a central entrance.
Crathorne Hall Hotel
4.0 star property
9.4
Exceptional
263 reviews
View
A cozy pub interior with a stone fireplace, wooden walls, and framed pictures.
The Fox and Hounds
4.0 star property
9.4
Exceptional
245 reviews
View

Hotels recommended for families near Cleveland Hills

A hotel with a stone facade, large illuminated letters 'W' and 'S', and a parking lot in front.

Wainstones Hotel

Wainstones Hotel
3.0 star property
Middlesbrough
8.8 out of 10, Excellent, (280)
The price is CA $172
CA $206 total
includes taxes & fees
Nov 13 - Nov 14
Wainstones Hotel

Other attractions near Cleveland Hills

Roseberry Topping

9.2/10 (9 reviews)
You can learn about the history of Great Ayton with a trip to Roseberry Topping. While you're in the area, wander around the parks.
See properties

Top Cleveland Hills Hotel Reviews

A restaurant with wooden furniture, a staircase, and a chandelier.
Royal Oak Hotel

Royal Oak Hotel

Royal Oak Hotel
Middlesbrough

10/10 Excellent

Nice quiet room. Good comfortable beds. The food in the restaurant is superb.
Canada
Gordon
Reviewed July 14, 2026
Royal Oak Hotel

Frequently Asked Questions

What's the area like around Cleveland Hills?

Cleveland Hills is located in Ingleby Greenhow. You'll find 70 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near Cleveland Hills?

Wainstones Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and free parking. It's located 3.8 mi (6.1 km) from Cleveland Hills.

How many hotels should I expect to find near Cleveland Hills?

Expedia has 70 hotels and other accommodations a few miles from Cleveland Hills.

If I need to cancel the hotel reservation for my stay near Cleveland Hills, will I receive a refund?

Yes, most hotel room reservations are refundable if you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and receive a refund within 24 hours of your booking. Plug in your dates, click on "Search", then filter by "fully refundable" to review the best deals near Cleveland Hills.

Where can I learn more about changing or cancelling my trip in the area near Cleveland Hills?

To access more information about rescheduling or cancelling your stay near Cleveland Hills, head over to our customer service page.