A medieval castle surrounded by a lush green landscape and a small village in the background.

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Helmsley bed & breakfast

A traditional stone building with multiple windows, surrounded by a well-maintained lawn and various plants.

1. Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast
3.0 star property
York
9.4 out of 10, Exceptional, (121 reviews)
"Room was lovely and the breakfast was fantastic! We felt very welcomed."
United Kingdom
Jake
The price is P6,383
P7,659 total
includes taxes & fees
Nov 19 - Nov 20
Newburgh House Bed & Breakfast
A stone building with a tiled roof, a balcony, and potted plants in the courtyard.

2. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (100 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
The price is P9,787
P9,787 total
includes taxes & fees
Nov 12 - Nov 13
The Cornmill
A bedroom with a bed, two wall-mounted paintings, bedside lamps, and a neatly made bed with folded towels.

3. The Union Inn & Restaurant

The Union Inn & Restaurant
3.0 star property
Malton
9.8 out of 10, Exceptional, (69 reviews)
"Really comfortable stay, good room, great breakfast, wonderful hosts"
United Kingdom
Vatsala
The price is P7,446
P8,936 total
includes taxes & fees
Nov 12 - Nov 13
The Union Inn & Restaurant
A living room with a fireplace, a wooden door, a sofa, and a coffee table.

4. Old Manse Hotel

Old Manse Hotel
2.0 star property
Pickering
9.4 out of 10, Exceptional, (159 reviews)
"Room was clean and presentable room smelled nice an fresh when we came back after our day out staff were friendly Valerie was a good host lovely breakfasts each day and great parking at the back well secured loved it"
United Kingdom
Carol
The price is P6,319
P7,582 total
includes taxes & fees
Nov 17 - Nov 18
Old Manse Hotel
A bedroom with two single beds, a nightstand with a lamp, and a window with curtains.

5. Fourways Guest House

Fourways Guest House
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (128 reviews)
"Great location for town, has its own small car park, Mark, the owner, friendly and welcoming, Veggie breakfast lovely, clran room, clean shower, comfy bed. Would stay again if I'm in the area 😀"
United Kingdom
Pauline
The price is P8,865
P10,638 total
includes taxes & fees
Nov 12 - Nov 13
Fourways Guest House
A sunlit patio with a glass table and chairs, overlooking a garden and a forested area.

6. Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
Middlesbrough
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 P7,595
P9,114 total
includes taxes & fees
Nov 13 - Nov 14
Brass Castle Country House Accommodation
The Witching Post Inn, a stone building with a traditional design, featuring a signboard advertising free house, bar meals, and available rooms.

7. The Witching Post

The Witching Post
3.0 star property
Whitby
9.4 out of 10, Exceptional, (35 reviews)
"Good breakfast and ok for a short stay"
United Kingdom
Paul
The price is P5,042
P6,051 total
includes taxes & fees
Nov 17 - Nov 18
The Witching Post
A hallway with a checkered floor, a chandelier, a radiator, and a door with a stained glass window.

8. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (279 reviews)
"I loved it. Bed was so comfortable. The breakfast was 10/10. I am so glad I stayed at this location! 5 min walk to the historic center of town but quiet at the B&B."
United States
Stephanie
The price is P7,950
P9,540 total
includes taxes & fees
Nov 12 - Nov 13
MonkBridge House
A hotel room with two beds, a TV, a desk, and a window with curtains.

9. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (375 reviews)
"Nice cosy room close to the center of York. Fantastic and helpful staff and the breakfast is well presented and keeps the B&B family atmosphere!"
United States
Chris
The price is P7,659
P9,191 total
includes taxes & fees
Nov 12 - Nov 13
St Mary's Guest House
A neatly made bed with a plaid bedspread and pillows, two bedside lamps, a framed picture on the wall, and a closed door.

10. The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.2 out of 10, Wonderful, (132 reviews)
"Fabulous staff, beautiful food, fantastic room. Top notch in every way! Can't wait to return ❤️"
United Kingdom
Tracy
The price is P7,021
P8,425 total
includes taxes & fees
Nov 12 - Nov 13
The Ivy Tree
A bedroom with a large bed, a sofa, a TV, and a view of the outdoors.

11. Brickfields Farm

Brickfields Farm
5.0 star property
York
9.8 out of 10, Exceptional, (178 reviews)
"An excellent place to stay. Fabulous food and welcoming staff"
United Kingdom
Sherridan
The price is P11,347
P13,616 total
includes taxes & fees
Nov 12 - Nov 13
Brickfields Farm
A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a mural of a building.

12. The Bootham Tavern - York

The Bootham Tavern - York
2.0 star property
Bootham
8.0 out of 10, Very good, (103 reviews)
"We enjoyed our stay so much. The staff is incredibly friendly and helpful! Definitely recommend!"
United States
Diana Angelica
The price is P6,957
P8,348 total
includes taxes & fees
Nov 16 - Nov 17
The Bootham Tavern - York
A neatly made bed with a blue cover, a wooden wardrobe, and a small table with a kettle and a cup.

13. OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach
2.0 star property
Redcar
6.6 out of 10, (59 reviews)
"For a fair price we had a good quiet stay. The property needs some attention, though the staff were friendly and everything worked okay."
United Kingdom
Lincoln
The price is P2,011
P2,573 total
includes taxes & fees
Nov 25 - Nov 26
OYO Tudor Lodge - Redcar Beach
Room

14. The New Inn

The New Inn
3.0 star property
Pickering
8.8 out of 10, Excellent, (100 reviews)
"Cracking proper pub with proper grub and bitter"
United Kingdom
ANDREW
The price is P6,702
P8,042 total
includes taxes & fees
Nov 12 - Nov 13
The New Inn
A bed with a white comforter and a wooden nightstand with a lamp and a clear bottle.

15. Royal Oak Hotel

Royal Oak Hotel
3.5 star property
Middlesbrough
9.4 out of 10, Exceptional, (93 reviews)
"Really lovely visit - great breakfast"
United Kingdom
Neil
The price is P7,517
P9,021 total
includes taxes & fees
Nov 16 - Nov 17
Royal Oak Hotel
A neatly made bed with white linens, two bedside lamps, and a window with floral curtains.

16. The Wellington Heifer

The Wellington Heifer
3.5 star property
Northallerton
9.6 out of 10, Exceptional, (166 reviews)
"Great staff, excellent food and accommodation"
United Kingdom
Mark
The price is P7,091
P8,510 total
includes taxes & fees
Nov 15 - Nov 16
The Wellington Heifer
A covered outdoor seating area with wicker furniture, a ceiling projector, and a view of a green landscape.

17. Newsham Grange Farm Bed and Breakfast

Newsham Grange Farm Bed and Breakfast
4.0 star property
Thirsk
10.0 out of 10, Exceptional, (105 reviews)
"Sparkling room, great facilities, amazing breakfast"
United Kingdom
James
The price is P9,219
P11,063 total
includes taxes & fees
Nov 12 - Nov 13
Newsham Grange Farm Bed and Breakfast
A hotel room with two beds, a flat-screen TV, a dresser, a mirror, and a chandelier.

18. Burton Stone Inn

Burton Stone Inn
3.5 star property
Clifton
9.4 out of 10, Exceptional, (481 reviews)
"Excellent service! Will be back!"
United Kingdom
Yu Shu
The price is P5,248
P6,297 total
includes taxes & fees
Nov 12 - Nov 13
Burton Stone Inn
A bedroom with a large bed, a dresser, a chair, a mirror, and a window with curtains.

19. The Stockton Arms

The Stockton Arms
3.5 star property
Stockton-on-Tees
8.6 out of 10, Excellent, (74 reviews)
"Business stay for one night, clean and quiet."
United Kingdom
kevin
The price is P9,574
P11,489 total
includes taxes & fees
Nov 12 - Nov 13
The Stockton Arms
A room with a high ceiling, large windows, a bench, a radiator, and a potted plant.

20. Red Barns Bed & Breakfast

Red Barns Bed & Breakfast
3.0 star property
Redcar
9.8 out of 10, Exceptional, (43 reviews)
"Lovely place and location"
United Kingdom
neil
The price is P6,383
P7,659 total
includes taxes & fees
Nov 15 - Nov 16
Red Barns Bed & Breakfast
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

Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

10/10 Excellent
"Excellent Stay – Highly Recommended! ⭐⭐⭐⭐⭐ I had a wonderful stay at Leonardo Hotel Middlesbrough. Everything was excellent, from the clean and comfortable rooms to the friendly and helpful staff. The breakfast was great, with a good selection of food. The staff were welcoming and made my stay even more pleasant. Overall, a very comfortable and enjoyable experience. I would definitely recommend this hotel and would be happy to stay here again."
Karun 13-night trip
Posted 14 hours ago
Leonardo Hotel Middlesbrough

Find out more about Helmsley

Helmsley B&B information

Number of reviews
2,173
Accommodation
59 B&B
Lowest Price
P2,573
Highest Price
P13,616

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?
Here is a B&B that guests like in the area: The Union Inn & Restaurant: 4 rooms. 13.5 mi (21.7 km) from the heart of Helmsley. Enjoy the free English breakfast and bars.
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 Helmsley Castle and North York Moors National Park 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.