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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, (167)
"Grea"
Cawthorne House

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 $163
CA $195 total
includes taxes & fees
Aug 20 - Aug 21
Royal Oak Hotel

The Poplars

4.0 star property
9.8 out of 10, Exceptional, (121)
"Good location and hosts. Enjoyed stay there"
The Poplars

Easterside Farm bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (95)
"Absolutely delightful. Great room. Great building. Great Farm. Great Welcome. Great location, Great sleep. Great Host. Great Breakfast. Perfect."
The price is CA $245
CA $245 total
includes taxes & fees
Aug 15 - Aug 16
Easterside Farm bed & Breakfast

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 $147
CA $177 total
includes taxes & fees
Aug 24 - Aug 25
The Wellington Heifer

Halmer Grange

2.0 star property
10.0 out of 10, Exceptional, (21)
"The room was spotless and well furnished the food was of a high quality. Definitely recommend. "
Halmer Grange

Fourways Guest House

3.0 star property
9.6 out of 10, Exceptional, (107)
"Quick walk into centre of town Tesco just over back fence Gracious host Nice stay"
The price is CA $178
CA $214 total
includes taxes & fees
Aug 24 - Aug 25
Fourways Guest House

The New Inn

3.0 star property
8.8 out of 10, Excellent, (69)
"Great staff in a friendly inn with nice food"
The price is CA $153
CA $184 total
includes taxes & fees
Aug 25 - Aug 26
The New Inn

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 $188
CA $226 total
includes taxes & fees
Aug 19 - Aug 20
Old Manse Hotel

Newsham Grange Farm Bed and Breakfast

3.0 star property
10.0 out of 10, Exceptional, (94)
"Absolutely wonderful accommodation and host."
The price is CA $155
CA $186 total
includes taxes & fees
Aug 18 - Aug 19
Newsham Grange Farm Bed and Breakfast

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 $214
CA $214 total
includes taxes & fees
Aug 20 - Aug 21
The Cornmill

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 $217
CA $260 total
includes taxes & fees
Aug 18 - Aug 19
Brickfields Farm

Newburgh House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (99)
"Great stay "
The price is CA $170
CA $204 total
includes taxes & fees
Aug 18 - Aug 19
Newburgh House Bed & Breakfast

The Witching Post

3.0 star property
9.6 out of 10, Exceptional, (12)
"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 14 - Sep 15
The Witching Post

Grosmont House B&B

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

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

Crossways

2.5 star property
8.4 out of 10, Very good, (100)
"Cosy, clean nicely presented, friendly helpful owners, would return again."
The price is CA $202
CA $202 total
includes taxes & fees
Aug 17 - Aug 18
Crossways

High Dalby House

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

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

Stilworth House

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