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

Find a Bed and Breakfast in Helmsley from CA $56

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Our top choices for Helmsley bed & breakfast

1. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (91 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
The price is CA $195
CA $195 total
includes taxes & fees
Sep 20 - Sep 21
The Cornmill

2. Brickfields Farm

Brickfields Farm
5.0 star property
York
9.8 out of 10, Exceptional, (176 reviews)
"An excellent place to stay. Fabulous food and welcoming staff"
United Kingdom
Sherridan
The price is CA $260
CA $312 total
includes taxes & fees
Sep 6 - Sep 7
Brickfields Farm

3. Easterside Farm bed & Breakfast

Easterside Farm bed & Breakfast
4.0 star property
York
9.8 out of 10, Exceptional, (109 reviews)
"Friendly hosts.beautiful countryside views.lovely comfy bed and filling tasty breakfast."
United Kingdom
Peter
The price is CA $265
CA $265 total
includes taxes & fees
Sep 27 - Sep 28
Easterside Farm bed & Breakfast

4. The Union Inn & Restaurant

The Union Inn & Restaurant
3.0 star property
Malton
10.0 out of 10, Exceptional, (33 reviews)
"The room was a really good size with a seating area as well as the bed. Good breakfast, free parking around the back."
United Kingdom
Robert
The price is CA $122
CA $146 total
includes taxes & fees
Sep 30 - Oct 1
The Union Inn & Restaurant

5. Old Manse Hotel

Old Manse Hotel
2.0 star property
Pickering
9.4 out of 10, Exceptional, (155 reviews)
"Really nice hotel,great service and a nice breakfast"
United Kingdom
James
The price is CA $158
CA $190 total
includes taxes & fees
Oct 1 - Oct 2
Old Manse Hotel

6. Fourways Guest House

Fourways Guest House
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (127 reviews)
"Mark couldn’t be more helpful, a great place to stay when away on business. ."
United Kingdom
Peter
The price is CA $180
CA $216 total
includes taxes & fees
Sep 1 - Sep 2
Fourways Guest House

7. Park House Country Guest House

Park House Country Guest House
3.5 star property
Northallerton
9.8 out of 10, Exceptional, (77 reviews)
"Lovely place to stay Very friendly and welcoming Great for the dog!"
United Kingdom
P
The price is CA $175
CA $175 total
includes taxes & fees
Sep 1 - Sep 2
Park House Country Guest House

8. Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (53 reviews)
"Parking was limited we were lucky as there was hardly anyone else staying- this is a B&B Not a hotel and is a bit down at heel hasn’t had any investment for a while - but nice family/staff good breakfast - overpriced I’m afraid"
United Kingdom
Pamela
The price is CA $171
CA $205 total
includes taxes & fees
Sep 1 - Sep 2
Brass Castle Country House Accommodation

9. The Witching Post

The Witching Post
3.0 star property
Whitby
9.6 out of 10, Exceptional, (27 reviews)
"The place was very clean very large room and bathroom the hosts where so kind lovely breakfast and coffee host’s accommodated our celiac and lactose indolence which I was very grateful about great stories really recommend for a cosy place to stay "
United Kingdom
Ophelia
The price is CA $134
CA $161 total
includes taxes & fees
Sep 6 - Sep 7
The Witching Post

10. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (267 reviews)
"Ideal location. 10 mins walk to York Centre. Parking at hotel perfect. Breakfast cooked to order. Delicious! Room spacious, clean, comfy huge bed!"
United Kingdom
John
The price is CA $198
CA $238 total
includes taxes & fees
Sep 3 - Sep 4
MonkBridge House

11. Rowan Tree House B&B

Rowan Tree House B&B
3.0 star property
Whitby
9.4 out of 10, Exceptional, (85 reviews)
"Room was very clean and the Breakfast was fab….. definitely worth a stay 😊"
United Kingdom
Douglas
The price is CA $161
CA $193 total
includes taxes & fees
Oct 1 - Oct 2
Rowan Tree House B&B

12. Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast
3.0 star property
York
9.4 out of 10, Exceptional, (117 reviews)
"Lovely quiet location, excellent facilities, great breakfast and very friendly and helpful host! "
United Kingdom
Jonathan
The price is CA $173
CA $207 total
includes taxes & fees
Sep 1 - Sep 2
Newburgh House Bed & Breakfast

13. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (370 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 CA $148
CA $177 total
includes taxes & fees
Sep 1 - Sep 2
St Mary's Guest House

14. The Bootham Tavern - York

The Bootham Tavern - York
2.0 star property
Bootham
8.0 out of 10, Very good, (95 reviews)
"Nice place to stay, breakfast was nice"
United Kingdom
Ann
The price is CA $126
CA $151 total
includes taxes & fees
Sep 1 - Sep 2
The Bootham Tavern - York

15. The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.2 out of 10, Wonderful, (123 reviews)
"Fabulous staff, beautiful food, fantastic room. Top notch in every way! Can't wait to return ❤️"
United Kingdom
Tracy
The price is CA $149
CA $179 total
includes taxes & fees
Sep 27 - Sep 28
The Ivy Tree

16. OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach
2.0 star property
Redcar
6.6 out of 10, (55 reviews)
"Was a nice clean place staff were friendly and not too far from beach and town center"
United Kingdom
paul
The price is CA $43
CA $56 total
includes taxes & fees
Sep 28 - Sep 29
OYO Tudor Lodge - Redcar Beach

17. The New Inn

The New Inn
3.0 star property
Pickering
8.8 out of 10, Excellent, (94 reviews)
"It was super clean, great food and had everything we needed"
United Kingdom
Tracy
The price is CA $163
CA $195 total
includes taxes & fees
Sep 27 - Sep 28
The New Inn

18. Royal Oak Hotel

Royal Oak Hotel
3.5 star property
Middlesbrough
9.2 out of 10, Wonderful, (86 reviews)
"Nice quiet room. Good comfortable beds. The food in the restaurant is superb."
Canada
Gordon
The price is CA $158
CA $190 total
includes taxes & fees
Sep 2 - Sep 3
Royal Oak Hotel

19. Newsham Grange Farm Bed and Breakfast

Newsham Grange Farm Bed and Breakfast
4.0 star property
Thirsk
10.0 out of 10, Exceptional, (104 reviews)
"Sparkling room, great facilities, amazing breakfast"
United Kingdom
James
The price is CA $164
CA $197 total
includes taxes & fees
Sep 27 - Sep 28
Newsham Grange Farm Bed and Breakfast

20. The Wellington Heifer

The Wellington Heifer
3.5 star property
Northallerton
9.6 out of 10, Exceptional, (163 reviews)
"Great staff, excellent food and accommodation"
United Kingdom
Mark
The price is CA $155
CA $186 total
includes taxes & fees
Sep 27 - Sep 28
The Wellington Heifer
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

Find out more about Helmsley

Helmsley B&B information

Number of reviews
2,030
Accommodation
63 B&B
Lowest Price
CA $56
Highest Price
CA $312

Frequently asked questions

What is the nightly rate for a B&B in Helmsley?
Prices for B&Bs in Helmsley often vary, but you can find a great deal from CA $56 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 Bed & Breakfast 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.