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Find a Bed and Breakfast in Helmsley from CA $139

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Browse Select Helmsley B&B

Cawthorne House

4.0 star property
10.0 out of 10, Exceptional, (169)
"Beautiful house and a very friendly host who is clearly a great cook. Superb breakfast and lovely touches like a glass of fizz and canapés on arrival. Homemade sourdough bread is amazing. Will definitely use it again if back in the area. "
Cawthorne House

The Wellington Heifer

3.5 star property
9.6 out of 10, Exceptional, (137)
"Friendly check in, room nice with comfortable bed. Very good breakfast "
The price is CA $148
CA $178 total
includes taxes & fees
Aug 31 - Sep 1
The Wellington Heifer

The Cornmill

4.0 star property
9.8 out of 10, Exceptional, (74)
"Lovely breakfast and cooked to perfection. Lovely hosts. The room we had was good quality with access to a lounge with a very large selection of travel and art reference books..very nice"
The price is CA $245
CA $245 total
includes taxes & fees
Aug 24 - Aug 25
The Cornmill

Easterside Farm bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (98)
"Absolutely delightful. Great room. Great building. Great Farm. Great Welcome. Great location, Great sleep. Great Host. Great Breakfast. Perfect."
The price is CA $247
CA $247 total
includes taxes & fees
Aug 24 - Aug 25
Easterside Farm bed & Breakfast

Royal Oak Hotel

3.5 star property
9.2 out of 10, Wonderful, (67)
"had the Cook Room -- as it was warm had the windows open which proved a bit noisy - barrels being unloaded early morning. Staff from kitchen a little rowdy. Back entrance for night time could do with a little spruce up - a bit scruffy. Not ideal when staying alone - a bit dark. Overall a nice stay. Parking wasn't too bad. Good food and breakfast. Room had everything needed. "
The price is CA $164
CA $196 total
includes taxes & fees
Sep 7 - Sep 8
Royal Oak Hotel

The New Inn

3.0 star property
8.8 out of 10, Excellent, (71)
"Good position, lots to do in the area, Good home brewed beer"
The price is CA $154
CA $185 total
includes taxes & fees
Aug 25 - Aug 26
The New Inn

Halmer Grange

2.0 star property
10.0 out of 10, Exceptional, (24)
"The room was spotless and well furnished the food was of a high quality. Definitely recommend. "
Halmer Grange

Old Manse Hotel

2.0 star property
9.4 out of 10, Exceptional, (136)
"Great stay for short break in this area. Lovely old building near centre. Very quiet and owners are lovely and very accommodating. "
The price is CA $168
CA $202 total
includes taxes & fees
Aug 28 - Aug 29
Old Manse Hotel

Fourways Guest House

3.0 star property
9.6 out of 10, Exceptional, (108)
"Quick walk into centre of town Tesco just over back fence Gracious host Nice stay"
The price is CA $170
CA $204 total
includes taxes & fees
Aug 25 - Aug 26
Fourways Guest House

The Witching Post

3.0 star property
9.6 out of 10, Exceptional, (13)
"lovely accommodation in great location with a friendly host. Clean comfortable room and lovely food."
The price is CA $139
CA $167 total
includes taxes & fees
Sep 1 - Sep 2
The Witching Post

Newburgh House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (100)
"Great stay "
The price is CA $148
CA $178 total
includes taxes & fees
Aug 24 - Aug 25
Newburgh House Bed & Breakfast

The Poplars

4.0 star property
9.8 out of 10, Exceptional, (122)
"Good location and hosts. Enjoyed stay there"
The Poplars

Manor Guest House

4.0 star property
9.4 out of 10, Exceptional, (50)
"Lovely apartment in the country. We felt very at home here and were able to enjoy the beautiful surroundings. Kitchen had everything we needed to make meals and nice fridge to store food. Nice get away stay. "
Manor Guest House

Crossways

2.5 star property
8.4 out of 10, Very good, (101)
"was brilliant nice people very friendly breakfast was amazing"
Crossways

Park House Country Guest House

3.5 star property
9.8 out of 10, Exceptional, (67)
"Lovely place to stay Very friendly and welcoming Great for the dog!"
Park House Country Guest House

Grosmont House B&B

4.0 star property
9.6 out of 10, Exceptional, (93)
"Lovely stay staff very nice "
Grosmont House B&B

Newsham Grange Farm Bed and Breakfast

3.0 star property
10.0 out of 10, Exceptional, (94)
"Beautiful place, very clean and comfortable. Lovely hosts! "
The price is CA $155
CA $187 total
includes taxes & fees
Sep 22 - Sep 23
Newsham Grange Farm Bed and Breakfast

Brickfields Farm

3.0 star property
9.8 out of 10, Exceptional, (173)
"Lovely location with a nice restaurant attached. Ideal for a short break. "
The price is CA $218
CA $262 total
includes taxes & fees
Aug 26 - Aug 27
Brickfields Farm

Stilworth House

3.0 star property
9.8 out of 10, Exceptional, (15)
"Lovely room , location and host "
Stilworth House

High Dalby House

3.5 star property
9.6 out of 10, Exceptional, (7)
"Stunning property & grounds - superb hosts"
High Dalby House
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

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 $139 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.