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

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Our top choices for Helmsley bed & breakfast

1. 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 £152
includes taxes & fees
8 Nov - 9 Nov
Brickfields Farm

2. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (99 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
The price is £106
includes taxes & fees
8 Nov - 9 Nov
The Cornmill

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 £94
includes taxes & fees
6 Dec - 7 Dec
Old Manse Hotel

4. The Union Inn & Restaurant

The Union Inn & Restaurant
3.0 star property
Malton
9.8 out of 10, Exceptional, (66 reviews)
"Really comfortable stay, good room, great breakfast, wonderful hosts"
United Kingdom
Vatsala
The price is £90
includes taxes & fees
6 Dec - 7 Dec
The Union Inn & Restaurant

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 £115
includes taxes & fees
8 Nov - 9 Nov
Fourways Guest House

6. 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 £111
includes taxes & fees
5 Dec - 6 Dec
Brass Castle Country House Accommodation

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 £76
includes taxes & fees
17 Nov - 18 Nov
The Witching Post

8. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (278 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 £113
includes taxes & fees
8 Nov - 9 Nov
MonkBridge House

9. 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 £97
includes taxes & fees
8 Nov - 9 Nov
St Mary's Guest House

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 £103
includes taxes & fees
6 Dec - 7 Dec
The Ivy Tree

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 £88
includes taxes & fees
10 Nov - 11 Nov
Newburgh House Bed & Breakfast

12. 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 £32
includes taxes & fees
6 Dec - 7 Dec
OYO Tudor Lodge - Redcar Beach

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 £99
includes taxes & fees
9 Nov - 10 Nov
The Bootham Tavern - York

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 £88
includes taxes & fees
8 Nov - 9 Nov
The New Inn

15. 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 £93
includes taxes & fees
8 Nov - 9 Nov
The Wellington Heifer

16. Crossways

Crossways
2.5 star property
Pickering
8.4 out of 10, Very good, (108 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 £118
includes taxes & fees
6 Nov - 7 Nov
Crossways

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 £121
includes taxes & fees
8 Nov - 9 Nov
Newsham Grange Farm Bed and Breakfast

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 £99
includes taxes & fees
8 Nov - 9 Nov
Royal Oak Hotel

19. 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 £68
includes taxes & fees
8 Nov - 9 Nov
Burton Stone Inn

20. The Endeavour Restaurant With Rooms

The Endeavour Restaurant With Rooms
3.0 star property
Saltburn-by-the-Sea
9.8 out of 10, Exceptional, (172 reviews)
"The Endevour was a fantastic place to stay in Staithes. A beautiful place in a beautiful village. My husband and I particularly enjoyed the breakfast. Was the best full English we have had for a long time."
United Kingdom
Juliette
The price is £113
includes taxes & fees
10 Nov - 11 Nov
The Endeavour Restaurant With Rooms
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Top Helmsley Hotel Reviews

Find out more about Helmsley

Helmsley B&B information

Number of reviews
2,708
Accommodation
59 B&B
Lowest Price
£32
Highest Price
£152

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Helmsley?
Prices for B&Bs in Helmsley often vary, but you can find a great deal from £32 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Helmsley B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a B&B in Helmsley?
The best time to book a B&B in Helmsley is during the late spring to early summer, particularly between May and June. This period is immensely popular with travellers who appreciate the stunning landscapes of the North York Moors National Park, as well as the charming market town's delightful gardens and historic sites. With temperatures typically ranging from 12 to 18 degrees Celsius, the weather is pleasantly mild, making it ideal for outdoor activities, leisurely strolls, and sightseeing.

June is particularly vibrant, showcasing the best of Helmsley's attractions, from the majestic Helmsley Castle to the beautiful Cleveland Way walking trail. The town buzzes with visitors, creating a lively yet inclusive setting where you can easily connect with fellow adventurers and locals alike.

For those looking for a more budget-friendly option, visiting in November can be a rewarding experience. This month offers a quieter ambience, superb for exploring the scenic beauty of the moors and enjoying the autumnal hues. While the weather may be cooler, with temperatures dipping to around 7 degrees Celsius, the peacefulness of the season allows for an intimate experience of the local culture and history.
What is the difference between a Helmsley B&B and a hotel?
Every Helmsley B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Helmsley B&Bs.

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