Hotels near Cleveland Way

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Check prices for these dates

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

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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 P5,553
P6,664 total
includes taxes & fees
Jan 18 - Jan 19, 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 P5,884
P7,061 total
includes taxes & fees
Jan 6 - Jan 7, 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 P5,289
P6,347 total
includes taxes & fees
Jan 6 - Jan 7, 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 P8,925
P10,710 total
includes taxes & fees
Dec 27 - Dec 28
Stilworth House
Interior
Ivy Cottage

Ivy Cottage

Ivy Cottage
3.5 star property
0.4 km from Cleveland Way
The price is P27,446
P32,935 total
includes taxes & fees
Jan 6 - Jan 7, 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 P33,111
P39,733 total
includes taxes & fees
Dec 29 - Dec 30
Cliff House
Private kitchen
29 Bondgate

29 Bondgate

29 Bondgate
3.5 star property
0.5 km from Cleveland Way
The price is P32,571
P39,085 total
includes taxes & fees
Dec 29 - Dec 30
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 P13,388
P16,065 total
includes taxes & fees
Jan 4 - Jan 5, 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 P7,603
P9,124 total
includes taxes & fees
Dec 27 - Dec 28
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 P7,299
P8,759 total
includes taxes & fees
Jan 4 - Jan 5, 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 P8,727
P10,472 total
includes taxes & fees
Dec 29 - Dec 30
Worsley Arms Hotel
Terrace/patio
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 P8,925
P10,710 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Durham Ox
Interior
The Stables, Crayke Lodge

The Stables, Crayke Lodge

The Stables, Crayke Lodge
3.5 star property
15.1 km from Cleveland Way
10.0 out of 10, Exceptional, (1)
The price is P18,842
P22,611 total
includes taxes & fees
Jan 2 - Jan 3, 2026
The Stables, Crayke Lodge
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
1 bedroom, premium bedding, desk, iron/ironing board
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 P5,891
P7,069 total
includes taxes & fees
Jan 4 - Jan 5, 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, (652)
"Great stay. The room was clean and quiet, comfy bed. "
United Kingdom
Rachel
The price is P4,892
P5,871 total
includes taxes & fees
Jan 9 - Jan 10, 2026
The Golden Fleece Hotel, Thirsk, North Yorkshire
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 P8,264
P9,917 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The White Swan Inn
Terrace/patio
Best Western Forest & Vale Hotel

Best Western Forest & Vale Hotel

Best Western Forest & Vale Hotel
3.0 star property
18.8 km from Cleveland Way
9.2 out of 10, Wonderful, (240)
"THE HOTEL IS IN THE PERFECT LOCATION FOR VISITING PICKERING AND THE SURROUNDING AREAS"
United Kingdom
Peter
The price is P7,449
P8,939 total
includes taxes & fees
Dec 30 - Dec 31
Best Western Forest & Vale Hotel
View from property
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 traveler
The price is P7,934
P9,520 total
includes taxes & fees
Dec 28 - Dec 29
The Fairfax Arms
Front of property
Burn Hall Hotel

Burn Hall Hotel

Burn Hall Hotel
3.5 star property
19.9 km from Cleveland Way
8.0 out of 10, Very Good, (875)
"Great price and a pleasant stay"
United Kingdom
phillip
The price is P3,332
P3,999 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Burn Hall Hotel
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

The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

10/10 Excellent
"Room was brilliant,food great,staff and everything else 1st class"
David 1-night trip
Posted 11 days ago
The Black Swan - The Inn Collection Group

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. Check out 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 visit to Rievaulx Abbey. Check out the lively bars or top-notch restaurants in this quaint area.
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Frequently asked questions

What's the area like around Cleveland Way?
Cleveland Way is located in Helmsley. Travelers love the area for its array of dining options. If you're looking for a convenient place to stay, check out the 43 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay near 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 traveler data, and this hotel offers free breakfast and a restaurant. Other good options close by include The Feathers Hotel, Helmsley, North Yorkshire and The Royal Oak Hotel.
How many hotels can I expect to find near Cleveland Way?
Expedia has 43 hotels and other accommodations 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, most hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then you can use the "fully refundable" filter to review the best options available 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.