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
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov
In one month
20 Nov - 22 Nov
In two months
18 Dec - 20 Dec

Our top choices for Helmsley bed & breakfast

A dining area with tables set for two, featuring white tablecloths, wine glasses, and potted plants.

1. Brickfields Farm

Brickfields Farm
5.0 star property
York
9.8 out of 10, Exceptional, (178 reviews)
"A lovely spacious room with views of the countryside. The staff were very welcoming and the breakfast was freshly cooked to order in nice relaxed setting. I would definitely recommend this place."
United Kingdom
Amanda
The price is AED 655
AED 786 total
includes taxes & fees
3 Nov - 4 Nov
Brickfields Farm
A dining table set with tea service, chairs, and a stone wall with a mural.

2. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (98 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
The price is AED 537
AED 537 total
includes taxes & fees
1 Nov - 2 Nov
The Cornmill
A living room with a fireplace, a wooden door, a sofa, and a coffee table.

3. 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 AED 365
AED 438 total
includes taxes & fees
8 Nov - 9 Nov
Old Manse Hotel
A bedroom with a bed, two wall-mounted paintings, bedside lamps, and a neatly made bed with folded towels.

4. The Union Inn & Restaurant

The Union Inn & Restaurant
3.0 star property
Malton
9.8 out of 10, Exceptional, (62 reviews)
"Really comfortable stay, good room, great breakfast, wonderful hosts"
United Kingdom
Vatsala
The price is AED 374
AED 449 total
includes taxes & fees
2 Nov - 3 Nov
The Union Inn & Restaurant
A two-story building with a sign reading "Fourways Guest House Thirsty."

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 AED 486
AED 583 total
includes taxes & fees
30 Oct - 31 Oct
Fourways Guest House
A tranquil lake with a clear reflection, surrounded by dense forest and a distant hill.

6. Park House Country Guest House

Park House Country Guest House
3.5 star property
Northallerton
9.8 out of 10, Exceptional, (78 reviews)
"Lovely place to stay Very friendly and welcoming Great for the dog!"
United Kingdom
P
The price is AED 438
AED 438 total
includes taxes & fees
27 Oct - 28 Oct
Park House Country Guest House
A sunlit patio with a glass table and chairs, overlooking a garden and a forested area.

7. Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (58 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 AED 487
AED 585 total
includes taxes & fees
26 Oct - 27 Oct
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.

8. The Witching Post

The Witching Post
3.0 star property
Whitby
9.4 out of 10, Exceptional, (32 reviews)
"Good breakfast and ok for a short stay"
United Kingdom
Paul
The price is AED 324
AED 389 total
includes taxes & fees
3 Nov - 4 Nov
The Witching Post
A restaurant with a long wooden table, cushioned booths, and patterned chairs.

9. The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.2 out of 10, Wonderful, (129 reviews)
"Fabulous staff, beautiful food, fantastic room. Top notch in every way! Can't wait to return ❤️"
United Kingdom
Tracy
The price is AED 381
AED 457 total
includes taxes & fees
24 Nov - 25 Nov
The Ivy Tree
A building with a blue door marked with the number 17, white columns, and a small porch with a black railing.

10. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (276 reviews)
"The Monk Bridge House is an amazing treasure in a perfect location for exploring York. The owners are attentive and the service is exemplary. Definitely worth a visit."
United States
Raymond
The price is AED 419
AED 503 total
includes taxes & fees
8 Nov - 9 Nov
MonkBridge House
A rural landscape with a stone wall, a road, and neatly trimmed hedges.

11. Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast
3.0 star property
York
9.4 out of 10, Exceptional, (119 reviews)
"Lovely quiet location, excellent facilities, great breakfast and very friendly and helpful host! "
United Kingdom
Jonathan
The price is AED 389
AED 467 total
includes taxes & fees
25 Oct - 26 Oct
Newburgh House Bed & Breakfast
A dining area with wooden chairs, tables set for a meal, and a chandelier.

12. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (374 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 AED 393
AED 472 total
includes taxes & fees
2 Nov - 3 Nov
St Mary's Guest House
A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a mural of a building.

13. 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 AED 328
AED 393 total
includes taxes & fees
1 Nov - 2 Nov
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.

14. OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach
2.0 star property
Redcar
6.4 out of 10, (58 reviews)
"Was a nice clean place staff were friendly and not too far from beach and town center"
United Kingdom
paul
The price is AED 113
AED 145 total
includes taxes & fees
9 Nov - 10 Nov
OYO Tudor Lodge - Redcar Beach
Room

15. 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 AED 430
AED 516 total
includes taxes & fees
25 Oct - 26 Oct
The New Inn
A bedroom with a large bed, a wooden dresser, a mirror, and a skylight.

16. Crossways

Crossways
2.5 star property
Pickering
8.4 out of 10, Very good, (107 reviews)
"Quaint bed and breakfast hotel with lots of interesting period features. Ideally located in centre of town with parking and access to the lovely garden. There were magazines, and games to use, toiletries and sweets in room, good quality towels and bedding and breakfast was plentiful with great choices. A wonderful place for a few days in Pickering"
United Kingdom
teresa
The price is AED 581
AED 581 total
includes taxes & fees
25 Oct - 26 Oct
Crossways
A neatly made bed with white linens, two bedside lamps, and a window with floral curtains.

17. The Wellington Heifer

The Wellington Heifer
3.5 star property
Northallerton
9.6 out of 10, Exceptional, (165 reviews)
"Great staff, excellent food and accommodation"
United Kingdom
Mark
The price is AED 409
AED 491 total
includes taxes & fees
1 Nov - 2 Nov
The Wellington Heifer
A panoramic view of a hilly landscape with fields, a hilltop, and purple heather in the foreground.

18. 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 AED 385
AED 462 total
includes taxes & fees
25 Oct - 26 Oct
Royal Oak Hotel
A covered outdoor seating area with wicker furniture, a ceiling projector, and a view of a green landscape.

19. 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 AED 532
AED 639 total
includes taxes & fees
26 Oct - 27 Oct
Newsham Grange Farm Bed and Breakfast
A hotel room with two beds, a flat-screen TV, a dresser, a mirror, and a chandelier.

20. Burton Stone Inn

Burton Stone Inn
3.5 star property
Clifton
9.4 out of 10, Exceptional, (477 reviews)
"Located on a semi-residential street just minutes walk from city center and York Minster, this beautifully decorated hotel is a well maintained inn and of the finest character. The owners take great pride in this historical inn which looks absolutely newly furnished. Breakfast was superb. For quality B&Bs and this one was "Spot on"!"
United States
Kenneth
The price is AED 451
AED 541 total
includes taxes & fees
1 Nov - 2 Nov
Burton Stone 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 Helmsley Hotel Reviews

DoubleTree by Hilton York

DoubleTree by Hilton York

8/10 Good
"We had a superior room was a very quiet room/stay, the bed was comfortable and had a good sleep. Bathroom was ok not much room to sit on toilet as squeezed in to the corner of the room right next to the door. The shower screen had a gap between the glass so water would leak on to the floor also mould on the tiles and ceiling as fan did not work. All of the above Reported to reception when leaving. This didn’t affect our stay would stay there again. Breakfast had a good selection but one coffee machine was not great as there was always a long queue. The Hotel was in a great position central to everything. 7/10 rating."
Francine 2-night trip
Posted 1 hour ago
DoubleTree by Hilton York

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.