Find a Bed and Breakfast in Helmsley from CA $60

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Helmsley bed & breakfast

Park House Country Guest House

Park House Country Guest House
3.5 star property
Northallerton
9.8 out of 10, Exceptional, (76 reviews)
"Beautiful place, lovely surroundings. Clean and tidy rooms, excellent breakfast. Will definitely be back when we get chance."
United Kingdom
Lisa
The price is CA $183
CA $183 total
includes taxes & fees
Apr 17 - Apr 18
Park House Country Guest House

Royal Oak Hotel

Royal Oak Hotel
3.5 star property
Middlesbrough
9.2 out of 10, Wonderful, (77 reviews)
"Lovely stay at this hotel, room very clean and breakfast was extremely tasty! "
United Kingdom
Maria
The price is CA $157
CA $188 total
includes taxes & fees
Apr 19 - Apr 20
Royal Oak Hotel

Brass Castle Country House Accommodation

Brass Castle Country House Accommodation
3.5 star property
Middlesbrough
8.6 out of 10, Excellent, (47 reviews)
"beautiful family run hotel"
United Kingdom
Julie
The price is CA $177
CA $213 total
includes taxes & fees
Apr 17 - Apr 18
Brass Castle Country House Accommodation

Townend Farm Bed and Breakfast

Townend Farm Bed and Breakfast
3.0 star property
Saltburn-by-the-Sea
9.8 out of 10, Exceptional, (13 reviews)
"An excellent B&B, helpful host Julie with tips of where to visit locally and fab breakfasts!"
United Kingdom
Nicholas
The price is CA $195
CA $234 total
includes taxes & fees
Apr 22 - Apr 23
Townend Farm Bed and Breakfast

Easterside Farm bed & Breakfast

Easterside Farm bed & Breakfast
4.0 star property
York
9.8 out of 10, Exceptional, (99 reviews)
"Great location, lovely accommodation and great customer service. Excellent breakfast!"
United Kingdom
Anonymous traveller
The price is CA $266
CA $266 total
includes taxes & fees
Apr 17 - Apr 18
Easterside Farm bed & Breakfast

The Witching Post

The Witching Post
3.0 star property
Whitby
9.6 out of 10, Exceptional, (23 reviews)
"A great and interesting pub, great beer and food, especially the cooked breakfasts, friendly and helpful staff, large, clean room with separate seating area. Cannot recommend this place enough. "
United Kingdom
Paul
The price is CA $131
CA $158 total
includes taxes & fees
Apr 19 - Apr 20
The Witching Post

Fourways Guest House

Fourways Guest House
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (116 reviews)
"Single room small and basic but clean Easy free parking Nice friendly host Lovely breakfast"
United Kingdom
paul
The price is CA $184
CA $221 total
includes taxes & fees
Apr 21 - Apr 22
Fourways Guest House

The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.2 out of 10, Wonderful, (108 reviews)
"Amazing value for money - room was fantastic for the price and dinner in the pub downstairs was really good & again great value. I can 100% recommend this hotel"
United Kingdom
Tom
The price is CA $154
CA $184 total
includes taxes & fees
Apr 17 - Apr 18
The Ivy Tree

Old Manse Hotel

Old Manse Hotel
2.0 star property
Pickering
9.4 out of 10, Exceptional, (148 reviews)
"Perfect, so friendly, lovely, warm, clean, friendly place "
United Kingdom
Karen
The price is CA $145
CA $174 total
includes taxes & fees
Apr 27 - Apr 28
Old Manse Hotel

St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (354 reviews)
"Staff were super friendly throughout and the breakfast was brilliant. "
United Kingdom
Tony
The price is CA $140
CA $168 total
includes taxes & fees
Apr 19 - Apr 20
St Mary's Guest House

MonkBridge House

MonkBridge House
3.0 star property
The Groves
10.0 out of 10, Exceptional, (251 reviews)
"Lovely B&B with an excellent breakfast and welcoming hosts. Perfect for our short stay in York."
United Kingdom
Charlotte
The price is CA $165
CA $198 total
includes taxes & fees
Apr 19 - Apr 20
MonkBridge House

The New Inn

The New Inn
3.0 star property
Pickering
8.8 out of 10, Excellent, (83 reviews)
"Great little place, lovely bar area with fantastic selection of beverages. Great restaurant area serving fantastic food. "
United Kingdom
Joanna
The price is CA $147
CA $176 total
includes taxes & fees
Apr 17 - Apr 18
The New Inn

The Bootham Tavern - York

The Bootham Tavern - York
2.0 star property
Bootham
8.0 out of 10, Very good, (90 reviews)
"The room was of a good standard. Staff were warm and friendly. "
United Kingdom
Tom
The price is CA $131
CA $158 total
includes taxes & fees
Apr 19 - Apr 20
The Bootham Tavern - York

Rowan Tree House B&B

Rowan Tree House B&B
3.0 star property
Whitby
9.4 out of 10, Exceptional, (83 reviews)
"We had a lovely welcome ,the place was lovely clean and comfortable would highly recommend this place"
United Kingdom
Glenda
The price is CA $145
CA $174 total
includes taxes & fees
Apr 28 - Apr 29
Rowan Tree House B&B

OYO Tudor Lodge - Redcar Beach

OYO Tudor Lodge - Redcar Beach
2.0 star property
Redcar
6.6 out of 10, (49 reviews)
"Nice clean and welcoming staff great and bed was comfy "
United Kingdom
Cath
The price is CA $45
CA $60 total
includes taxes & fees
Apr 18 - Apr 19
OYO Tudor Lodge - Redcar Beach

Newburgh House Bed & Breakfast

Newburgh House Bed & Breakfast
3.0 star property
York
9.6 out of 10, Exceptional, (114 reviews)
"Lovely quiet location, excellent facilities, great breakfast and very friendly and helpful host! "
United Kingdom
Jonathan
The price is CA $155
CA $186 total
includes taxes & fees
Apr 19 - Apr 20
Newburgh House Bed & Breakfast

Brickfields Farm

Brickfields Farm
3.0 star property
York
9.8 out of 10, Exceptional, (173 reviews)
"Lovely location with a nice restaurant attached. Ideal for a short break. "
United Kingdom
Phil
The price is CA $245
CA $294 total
includes taxes & fees
Apr 19 - Apr 20
Brickfields Farm

Newsham Grange Farm Bed and Breakfast

Newsham Grange Farm Bed and Breakfast
3.0 star property
Thirsk
10.0 out of 10, Exceptional, (102 reviews)
"On arrival friendly greeting, room very spacious and comfortable, excellent breakfast, overall couldnt fault anything or anyone. Would definitely recommend to stay here and will definitely return. "
United Kingdom
Emma
The price is CA $165
CA $198 total
includes taxes & fees
Apr 20 - Apr 21
Newsham Grange Farm Bed and Breakfast

The Stockton Arms

The Stockton Arms
3.5 star property
Stockton-on-Tees
8.6 out of 10, Excellent, (70 reviews)
"Business stay for one night, clean and quiet."
United Kingdom
kevin
The price is CA $194
CA $233 total
includes taxes & fees
Apr 19 - Apr 20
The Stockton Arms

Crossways

Crossways
2.5 star property
Pickering
8.4 out of 10, Very good, (101 reviews)
"was brilliant nice people very friendly breakfast was amazing"
United Kingdom
colleen
The price is CA $205
CA $205 total
includes taxes & fees
Apr 17 - Apr 18
Crossways
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Helmsley Hotel Reviews

Find out more about Helmsley

Helmsley B&B information

Number of reviews
1,804
Accommodation
60 B&B
Lowest Price
CA $60
Highest Price
CA $294

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 $60 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.

Explore a world of travel with Expedia