Hotels near Cleveland Way

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Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Cleveland Way hotels

2 bars/lounges
The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire

The Feathers Hotel, Helmsley, North Yorkshire
4.0 star property
0.3 km from Cleveland Way
9.4 out of 10, Exceptional, (451)
"Great pub/hotel. Always look forward to staying there."
United Kingdom
Andy
The price is RM383
RM459 total
includes taxes & fees
18 Jan - 19 Jan 2026
The Feathers Hotel, Helmsley, North Yorkshire
Front of property – evening/night
The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group
4.0 star property
0.2 km from Cleveland Way
8.8 out of 10, Excellent, (398)
"Lovely and clean room. Lovely breakfast included and a good price Thank you "
United Kingdom
Clare
The price is RM405
RM487 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Black Swan - The Inn Collection Group
Exterior
The Royal Oak Hotel

The Royal Oak Hotel

The Royal Oak Hotel
3.0 star property
0.3 km from Cleveland Way
8.2 out of 10, Very good, (88)
"A very nice room and friendly staff "
United Kingdom
David
The price is RM364
RM437 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Royal Oak Hotel
Exterior
Stilworth House

Stilworth House

Stilworth House
3.0 star property
0.2 km from Cleveland Way
9.8 out of 10, Exceptional, (17)
"Clean, comfortable, conveniently located, quiet and beautifully looked after by friendly and helpful hosts with a fund of local knowledge."
United Kingdom
Susan
The price is RM617
RM741 total
includes taxes & fees
26 Dec - 27 Dec
Stilworth House
Interior
Ivy Cottage

Ivy Cottage

Ivy Cottage
3.5 star property
0.4 km from Cleveland Way
The price is RM1,891
RM2,269 total
includes taxes & fees
25 Jan - 26 Jan 2026
Ivy Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cliff House

Cliff House

Cliff House
3.5 star property
0.5 km from Cleveland Way
The price is RM2,290
RM2,748 total
includes taxes & fees
29 Dec - 30 Dec
Cliff House
Interior
29 Bondgate

29 Bondgate

29 Bondgate
3.5 star property
0.5 km from Cleveland Way
The price is RM2,252
RM2,703 total
includes taxes & fees
29 Dec - 30 Dec
29 Bondgate
Food and drink
The Pheasant Hotel

The Pheasant Hotel

The Pheasant Hotel
3.0 star property
4.2 km from Cleveland Way
9.8 out of 10, Exceptional, (35)
"Had a great weekend. Liam and his staff make this hotel special. Will be back again next year."
United Kingdom
Christopher
The price is RM923
RM1,107 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Pheasant Hotel
Exterior
The Stapylton Arms

The Stapylton Arms

The Stapylton Arms
3.5 star property
7.1 km from Cleveland Way
9.8 out of 10, Exceptional, (67)
"Absolutely lovely friendly clean welcoming hotel lovely food lovely breakfast definitely recommend and will stay again if in area "
United Kingdom
Donna
The price is RM526
RM631 total
includes taxes & fees
26 Dec - 27 Dec
The Stapylton Arms
Breakfast, lunch, dinner served; British cuisine
Plum and Partridge Inn

Plum and Partridge Inn

Plum and Partridge Inn
4.0 star property
12.8 km from Cleveland Way
9.8 out of 10, Exceptional, (85)
"Clean and comfortable room, great food, breakfast was one of the best I’ve ever had anywhere, a great credit to the Chef ! Will definitely return again for another stay. Staff were friendly & courteous. A lovely pub hotel in a quiet village. "
United Kingdom
Craig
The price is RM524
RM629 total
includes taxes & fees
7 Jan - 8 Jan 2026
Plum and Partridge Inn
Property grounds
Worsley Arms Hotel

Worsley Arms Hotel

Worsley Arms Hotel
3.0 star property
10.1 km from Cleveland Way
8.6 out of 10, Excellent, (162)
"We have spent several short breaks here over the years, always comfortable and clean. Great location for local walks and many places to visit."
United Kingdom
Richard
The price is RM601
RM722 total
includes taxes & fees
27 Dec - 28 Dec
Worsley Arms Hotel
Room
The Durham Ox

The Durham Ox

The Durham Ox
5.0 star property
14.2 km from Cleveland Way
9.8 out of 10, Exceptional, (131)
"Everything was just perfect. Food outstanding"
United Kingdom
Richard
The price is RM617
RM741 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Durham Ox
Garden
The Carpenters Arms

The Carpenters Arms

The Carpenters Arms
5.0 star property
14.3 km from Cleveland Way
9.6 out of 10, Exceptional, (165)
"The room was well appointed comfortably. Room super clean and neat staff very helpful and attentive "
United States
Ken
The Carpenters Arms
Fridge, dishwasher, electric kettle, toaster
Temple Hill View

Temple Hill View

Temple Hill View
3.0 star property
6.2 km from Cleveland Way
10.0 out of 10, Exceptional, (1)
"The house was lovely, spacious, clean and well stocked with anything you might need. It is in a tranquil village and has plentiful off-road parking. The garden has an excellent view and is so peaceful to sit in. There is a park 2 minutes down the lane, a football field, and if you continue down the lane, there is a pond and a lovely walk around it. It was perfectly located between all the walking areas I wanted to see and complete. When we arrived there was bread, milk and some treats waiting...
United Kingdom
Jade
The price is RM2,308
RM2,770 total
includes taxes & fees
2 Jan - 3 Jan 2026
Temple Hill View
Front of property
Fourways Guest House

Fourways Guest House

Fourways Guest House
3.0 star property
18.3 km from Cleveland Way
9.6 out of 10, Exceptional, (113)
"Like everything about this B&B "
United Kingdom
John
The price is RM480
RM576 total
includes taxes & fees
26 Dec - 27 Dec
Fourways Guest House
View from property
Old Manse Hotel

Old Manse Hotel

Old Manse Hotel
2.0 star property
18.3 km from Cleveland Way
9.4 out of 10, Exceptional, (146)
"Wonderful place to stay for a few nights"
United Kingdom
Philip
The price is RM406
RM487 total
includes taxes & fees
4 Jan - 5 Jan 2026
Old Manse Hotel
View from property
The Golden Fleece Hotel, Thirsk, North Yorkshire

The Golden Fleece Hotel, Thirsk, North Yorkshire

The Golden Fleece Hotel, Thirsk, North Yorkshire
3.0 star property
18.1 km from Cleveland Way
9.2 out of 10, Wonderful, (651)
"Great stay. The room was clean and quiet, comfy bed. "
United Kingdom
Rachel
The price is RM338
RM406 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Golden Fleece Hotel, Thirsk, North Yorkshire
View from property
Ryedale Country Lodges - Willow Lodge

Ryedale Country Lodges - Willow Lodge

Ryedale Country Lodges - Willow Lodge
3.0 star property
9.7 km from Cleveland Way
10.0 out of 10, Exceptional, (1)
"This was my first visit to York and the Ryedale cottages was the best place to stay while in the area. The house is lovely with comfortable beds, clean linens, and loads of games to play as a family. There are miles of walking trails and some cheeky sheep to see up the road. The view from the front of the house was beautiful and the hosts were so lovely. We arrived with a bottle of champagne in the refrigerator and a Victoria sponge on the table waiting for us. The kitchen is a bit narrow...
United Kingdom
Joseph
Ryedale Country Lodges - Willow Lodge
Room
The Fairfax Arms

The Fairfax Arms

The Fairfax Arms
4.0 star property
6.9 km from Cleveland Way
9.2 out of 10, Wonderful, (164)
"Welcoming, super comfy room, fantastic food. Great family room. Would definitely recommend staying at the Fairfax inn. "
United Kingdom
Anonymous traveller
The price is RM547
RM656 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Fairfax Arms
Interior detail
The White Swan Inn

The White Swan Inn

The White Swan Inn
4.0 star property
18.7 km from Cleveland Way
9.4 out of 10, Exceptional, (97)
"Lovely rooms, lots of space, great breakfast menu (plenty of choice and very tasty)."
United Kingdom
Michelle
The price is RM569
RM683 total
includes taxes & fees
23 Jan - 24 Jan 2026
The White Swan Inn
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 Cleveland Way Hotel Reviews

Stilworth House

Stilworth House

10/10 Excellent
"Great English breakfast, lovely quaint room, ease of parking and great access to Helmsley on foot. Ideal location"
Ben 1-night trip
Posted 3 weeks ago
Stilworth House
Feversham Arms Hotel & Verbena Spa

Feversham Arms Hotel & Verbena Spa

10/10 Excellent
"Room was perfect, staff excellent & spa girls great "
Elizabeth F 1-night trip
Posted 2 months ago
Feversham Arms Hotel & Verbena Spa

Hotels near other Cleveland Way attractions

Although the West Range is more complete, the view from the moat bottom up to the East Tower, even it it's ruinous state, demonstrates how imposing Helmsley Castle would have been.
Photo by Rose Naisby
Open Photo by Rose Naisby

Helmsley Castle

You can find out about the history of Helmsley with a visit to Helmsley Castle. Visit the top-notch restaurants or lively bars in this quaint area.
See properties
Rievaulx Abbey is a striking, and surprisingly complete, example of a 10th Century Cistercian Abbey. The ruined building and the incredible countryside created an awe-inspiring scene.
Photo by Rose Naisby
Open Photo by Rose Naisby

Rievaulx Abbey

You can find out about the history of Rievaulx with a stop at Rievaulx Abbey. Visit the lively bars or top-notch restaurants in this quaint area.
See properties

Frequently asked questions

What's the area like around Cleveland Way?
Cleveland Way is located in Helmsley. Travellers love the area for its array of dining options. If you're looking for a convenient place to stay, take a look at the 43 hotels and other accommodation options you'll find within a mile.
Where is the best place to stay close to Cleveland Way?
Adjacent to Cleveland Way, The Black Swan - The Inn Collection Group is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and a restaurant. Other good choices within a short distance include The Feathers Hotel, Helmsley, North Yorkshire and The Royal Oak Hotel.
How many hotels should I expect to find near Cleveland Way?
Expedia has 43 hotels and other accommodation options within a mile from Cleveland Way.
If I need to cancel the hotel reservation for my stay near Cleveland Way, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then use the "fully refundable" filter to view the best deals near Cleveland Way.
What can I see and do near Cleveland Way?
Rievaulx Abbey, Byland Abbey and Helmsley Castle are monuments to see when you're exploring the area around Cleveland Way. Attractions like National Trust Nunnington Hall and Helmsley Arts Centre highlight the local culture. Explore nature at Hemsley Walled Garden and Duncombe Park.