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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Helmsley bed & breakfast

Exterior
Stilworth House

Stilworth House

Stilworth House
3.0 star property
York
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 AED 550
AED 660 total
includes taxes & fees
12 Dec - 13 Dec
Stilworth House
Exterior
Newsham Grange Farm Bed and Breakfast

Newsham Grange Farm Bed and Breakfast

Newsham Grange Farm Bed and Breakfast
3.0 star property
Thirsk
10.0 out of 10, Exceptional, (99)
"Beautiful place, very clean and comfortable. Lovely hosts! "
United Kingdom
Louisa
The price is AED 391
AED 469 total
includes taxes & fees
13 Dec - 14 Dec
Newsham Grange Farm Bed and Breakfast
Front of property
The Witching Post

The Witching Post

The Witching Post
3.0 star property
Whitby
9.6 out of 10, Exceptional, (18)
"Great room, massive bathroom. Friendly staff "
United Kingdom
Sharon
The price is AED 289
AED 347 total
includes taxes & fees
4 Jan - 5 January 2026
The Witching Post
View from property
Old Manse Hotel

Old Manse Hotel

Old Manse Hotel
2.0 star property
Pickering
9.4 out of 10, Exceptional, (146)
"Wonderful place to stay for a few nights"
United Kingdom
Philip
The price is AED 351
AED 421 total
includes taxes & fees
18 Dec - 19 Dec
Old Manse Hotel
Breakfast, lunch and dinner served
The Ivy Tree

The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.4 out of 10, Exceptional, (94)
"Great hotel with friendly staff and good food"
United Kingdom
Sam
The price is AED 403
AED 484 total
includes taxes & fees
12 Dec - 13 Dec
The Ivy Tree
Free daily English breakfast
Townend Farm Bed and Breakfast

Townend Farm Bed and Breakfast

Townend Farm Bed and Breakfast
3.0 star property
Saltburn-by-the-Sea
9.8 out of 10, Exceptional, (12)
"The host is very friendly. A lively place to stay. "
United Kingdom
Teresa
The price is AED 468
AED 562 total
includes taxes & fees
15 Dec - 16 Dec
Townend Farm Bed and Breakfast
Outdoor dining
Brass Castle Country House Accommodation

Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (47)
"beautiful family run hotel"
United Kingdom
Julie
The price is AED 475
AED 570 total
includes taxes & fees
13 Dec - 14 Dec
Brass Castle Country House Accommodation
Front of property
Fourways Guest House

Fourways Guest House

Fourways Guest House
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (113)
"Like everything about this B&B "
United Kingdom
John
The price is AED 428
AED 513 total
includes taxes & fees
13 Dec - 14 Dec
Fourways Guest House
Free daily English breakfast
St Mary's Guest House

St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (335)
"Charming place with a personable and responsive staff."
United States
Austin
The price is AED 400
AED 480 total
includes taxes & fees
23 Dec - 24 Dec
St Mary's Guest House
Standard Double Room, Ensuite | Desk, iron/ironing board, free WiFi
The Bootham Tavern - York

The Bootham Tavern - York

The Bootham Tavern - York
2.0 star property
Bootham
8.0 out of 10, Very Good, (85)
"Very central and very friendly and helpful staff."
Australia
Karola
The price is AED 293
AED 352 total
includes taxes & fees
4 Jan - 5 January 2026
The Bootham Tavern - York
Standard Twin Room, Shared Bathroom | Desk, free WiFi, bed sheets
Kingswood

Kingswood

Kingswood
4.0 star property
Norton
9.0 out of 10, Wonderful, (113)
"Great place to stay, cosy and clean, in a great area with restaurants just a stones throw away."
United Kingdom
Jasmine
The price is AED 366
AED 440 total
includes taxes & fees
14 Dec - 15 Dec
Kingswood
Deluxe Double Room, Ensuite (Four Poster)
The New Inn

The New Inn

The New Inn
3.0 star property
Pickering
8.8 out of 10, Excellent, (81)
"Good position, lots to do in the area, Good home brewed beer"
United Kingdom
Paul
The price is AED 363
AED 435 total
includes taxes & fees
12 Dec - 13 Dec
The New Inn
Front of property
MonkBridge House

MonkBridge House

MonkBridge House
3.0 star property
The Groves
10.0 out of 10, Exceptional, (243)
"Lovely B&B with an excellent breakfast and welcoming hosts. Perfect for our short stay in York."
United Kingdom
Charlotte
MonkBridge House
Dining
Abbey Guest House

Abbey Guest House

Abbey Guest House
2.0 star property
Bootham
10.0 out of 10, Exceptional, (2)
"Exceptionally clean and comfy room, fresh bedding and towels available. Perfect location on the river, by the train station with just a 5 minute walk to the city centre. We stayed in room 1 and had a lovely view of the river on the morning, hotel was quiet, warm and comfortable. Martyn assisted with great communication telling us everything we needed to know prior to getting to the guest house, check in and check out was simple and easy. A range of amenities in the room such as a smart TV,...
United Kingdom
Ellie-May
The price is AED 796
AED 796 total
includes taxes & fees
31 Dec - 1 January 2026
Abbey Guest House
Iron/ironing board
OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach
2.0 star property
Redcar
6.8 out of 10, (46)
" Everything what I need was there ."
United Kingdom
MARTA
The price is AED 144
AED 191 total
includes taxes & fees
21 Dec - 22 Dec
OYO Tudor Lodge - Redcar Beach
Miscellaneous
Royal Oak Hotel

Royal Oak Hotel

Royal Oak Hotel
3.5 star property
Middlesbrough
9.2 out of 10, Wonderful, (73)
"Lovely old pub, friendly staff and customers and great food. Rooms were up a back stairwell that was a bit unkept but the room itself, whilst being basic was clean and quite new. I enjoyed my stay and would return "
United Kingdom
Caroline
The price is AED 414
AED 497 total
includes taxes & fees
14 Dec - 15 Dec
Royal Oak Hotel
Restaurant
Brickfields Farm

Brickfields Farm

Brickfields Farm
3.0 star property
York
9.8 out of 10, Exceptional, (173)
"Lovely location with a nice restaurant attached. Ideal for a short break. "
United Kingdom
Phil
The price is AED 611
AED 733 total
includes taxes & fees
12 Dec - 13 Dec
Brickfields Farm
Deluxe Suite, Ensuite (with Sofa Bed)
The Wellington Heifer

The Wellington Heifer

The Wellington Heifer
3.5 star property
Northallerton
9.6 out of 10, Exceptional, (146)
"A very pleasant stay, the accommodation was first class. "
United Kingdom
Lynne
The price is AED 387
AED 464 total
includes taxes & fees
21 Dec - 22 Dec
The Wellington Heifer
Classic Double Room, Shared Bathroom (Fiona) | View from property
Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast
3.0 star property
York
9.6 out of 10, Exceptional, (112)
"Great accommodation and host. Close to great pubs. Bit dark at night when you park and have to walk to front door at night but otherwise definitely recommend "
Australia
Lloyd
The price is AED 366
AED 440 total
includes taxes & fees
12 Dec - 13 Dec
Newburgh House Bed & Breakfast
Double Room, Ensuite | 1 bedroom
The Endeavour Restaurant With Rooms

The Endeavour Restaurant With Rooms

The Endeavour Restaurant With Rooms
3.0 star property
Saltburn-by-the-Sea
9.6 out of 10, Exceptional, (160)
"Excellent b and b "
United Kingdom
Peter
The price is AED 489
AED 586 total
includes taxes & fees
15 Dec - 16 Dec
The Endeavour Restaurant With Rooms
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 Helmsley Hotel Reviews

Holiday Inn Express York by IHG

Holiday Inn Express York by IHG

10/10 Excellent
"Room is clean and breakfast is nice."
Deborah 1-night trip
Posted 2 days ago
Holiday Inn Express York by IHG

Frequently asked questions

Searching for B&Bs in Helmsley?
Whether you're on a romantic vacation and want to stay somewhere quiet, or you're traveling solo and hoping to make some connections, B&Bs can be a great choice for many types of vacationers. While you're enjoying your trip to Helmsley, Hemsley Walled Garden and Howardian Hills are perfect spots to get in some fresh air and greenery.
How do you know if a B&B is the best choice for your stay?
With attentive service, opportunities to interact with the owner, and of course a full breakfast to start the day, B&Bs provide a one-of-a-kind environment.
What are the top B&Bs in Helmsley?
Below are some well-liked B&Bs in the surrounding area: Stilworth House: 3 rooms. 0.3 mi (0.4 km) from the heart of Helmsley.Newburgh House Bed & Breakfast: 6 rooms. Located 6.5 mi (10.4 km) from the core of Helmsley.
When is the best time to book my B&B in Helmsley?
When you're dreaming of a stay in Helmsley, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 58°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Helmsley is 31 inches.
What is there to do in Helmsley?
When you want to spend some time in the great outdoors, Hemsley Walled Garden and Howardian Hills are some notable spots. You might put North York Moors National Park and Helmsley Arts Centre on your list if you want to see more of the area.
How can I get to and around Helmsley?
You can plan your excursions in and around Helmsley ahead of time with these transportation options. Fly into Durham (MME-Teesside Intl.), which is located 23.8 mi (38.3 km) away from the city center. Otherwise, you can search for flights to Leeds (LBA-Leeds Bradford), which is 35.8 mi (57.5 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.