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 $54

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Check prices for these dates

Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1
In one month
Nov 13 - Nov 15
In two months
Dec 11 - Dec 13

Our top choices for Helmsley bed & breakfast

A rural landscape with a stone wall, a road, and neatly trimmed hedges.

1. 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 CA $149
CA $178 total
includes taxes & fees
Oct 17 - Oct 18
Newburgh House Bed & Breakfast
A four-poster bed with a canopy, a nightstand with lamps, a chair, and a door in a bedroom.

2. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (97 reviews)
The price is CA $199
CA $199 total
includes taxes & fees
Nov 4 - Nov 5
The Cornmill
A living room with a fireplace, a wooden door, a sofa, and a coffee table.

3. Old Manse Hotel

Old Manse Hotel
2.0 star property
Pickering
9.4 out of 10, Exceptional, (158 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 CA $140
CA $168 total
includes taxes & fees
Nov 8 - Nov 9
Old Manse Hotel
A bedroom with a bed, two wall-mounted paintings, bedside lamps, and a neatly made bed with folded towels.

4. The Union Inn & Restaurant

The Union Inn & Restaurant
3.0 star property
Malton
9.8 out of 10, Exceptional, (60 reviews)
"Really comfortable stay, good room, great breakfast, wonderful hosts"
United Kingdom
Vatsala
The price is CA $145
CA $174 total
includes taxes & fees
Oct 18 - Oct 19
The Union Inn & Restaurant
A two-story building with a sign reading "Fourways Guest House Thirsty."

5. Fourways Guest House

Fourways Guest House
3.0 star property
Thirsk
9.6 out of 10, Exceptional, (127 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 CA $174
CA $209 total
includes taxes & fees
Nov 2 - Nov 3
Fourways Guest House
A sunlit patio with a glass table and chairs, overlooking a garden and a forested area.

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 CA $186
CA $224 total
includes taxes & fees
Oct 18 - Oct 19
Brass Castle Country House Accommodation
A tranquil lake with a clear reflection, surrounded by dense forest and a distant hill.

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 $168
CA $168 total
includes taxes & fees
Oct 27 - Oct 28
Park House Country Guest House
The Witching Post Inn, a stone building with a traditional design, featuring a signboard advertising free house, bar meals, and available rooms.

8. The Witching Post

The Witching Post
3.0 star property
Whitby
9.4 out of 10, Exceptional, (31 reviews)
"Good breakfast and ok for a short stay"
United Kingdom
Paul
The price is CA $125
CA $150 total
includes taxes & fees
Nov 2 - Nov 3
The Witching Post
A building with a blue door marked with the number 17, white columns, and a small porch with a black railing.

9. MonkBridge House

MonkBridge House
5.0 star property
The Groves
10.0 out of 10, Exceptional, (275 reviews)
"The Monk Bridge House is an amazing treasure in a perfect location for exploring York. The owners are attentive and the service is exemplary. Definitely worth a visit."
United States
Raymond
The price is CA $158
CA $190 total
includes taxes & fees
Nov 8 - Nov 9
MonkBridge House
A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a mural of a building.

10. The Bootham Tavern - York

The Bootham Tavern - York
2.0 star property
Bootham
8.0 out of 10, Very good, (101 reviews)
"We enjoyed our stay so much. The staff is incredibly friendly and helpful! Definitely recommend!"
United States
Diana Angelica
The price is CA $126
CA $151 total
includes taxes & fees
Oct 19 - Oct 20
The Bootham Tavern - York
A dining area with tables set for two, featuring white tablecloths, wine glasses, and potted plants.

11. Brickfields Farm

Brickfields Farm
5.0 star property
York
9.8 out of 10, Exceptional, (178 reviews)
"A lovely spacious room with views of the countryside. The staff were very welcoming and the breakfast was freshly cooked to order in nice relaxed setting. I would definitely recommend this place."
United Kingdom
Amanda
The price is CA $250
CA $301 total
includes taxes & fees
Nov 2 - Nov 3
Brickfields Farm
A restaurant with a long wooden table, cushioned booths, and patterned chairs.

12. The Ivy Tree

The Ivy Tree
3.5 star property
Stockton-on-Tees
9.2 out of 10, Wonderful, (129 reviews)
"Fabulous staff, beautiful food, fantastic room. Top notch in every way! Can't wait to return ❤️"
United Kingdom
Tracy
The price is CA $141
CA $170 total
includes taxes & fees
Oct 28 - Oct 29
The Ivy Tree
A dining area with wooden chairs, tables set for a meal, and a chandelier.

13. St Mary's Guest House

St Mary's Guest House
4.0 star property
Clifton
9.4 out of 10, Exceptional, (373 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 $156
CA $187 total
includes taxes & fees
Nov 15 - Nov 16
St Mary's Guest House
A neatly made bed with a blue cover, a wooden wardrobe, and a small table with a kettle and a cup.

14. 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 CA $42
CA $54 total
includes taxes & fees
Nov 15 - Nov 16
OYO Tudor Lodge - Redcar Beach
Room

15. The New Inn

The New Inn
3.0 star property
Pickering
8.8 out of 10, Excellent, (99 reviews)
"Cracking proper pub with proper grub and bitter"
United Kingdom
ANDREW
The price is CA $152
CA $182 total
includes taxes & fees
Oct 29 - Oct 30
The New Inn
A neatly made bed with white linens, two bedside lamps, and a window with floral curtains.

16. 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 CA $157
CA $188 total
includes taxes & fees
Oct 25 - Oct 26
The Wellington Heifer
A panoramic view of a hilly landscape with fields, a hilltop, and purple heather in the foreground.

17. 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 CA $158
CA $190 total
includes taxes & fees
Oct 18 - Oct 19
Royal Oak Hotel
A bedroom with a large bed, a wooden dresser, a mirror, and a skylight.

18. Crossways

Crossways
2.5 star property
Pickering
8.4 out of 10, Very good, (107 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 CA $222
CA $222 total
includes taxes & fees
Oct 17 - Oct 18
Crossways
A covered outdoor seating area with wicker furniture, a ceiling projector, and a view of a green landscape.

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 $204
CA $244 total
includes taxes & fees
Oct 18 - Oct 19
Newsham Grange Farm Bed and Breakfast
A hotel room with two beds, a flat-screen TV, a dresser, a mirror, and a chandelier.

20. Burton Stone Inn

Burton Stone Inn
3.5 star property
Clifton
9.4 out of 10, Exceptional, (476 reviews)
"Located on a semi-residential street just minutes walk from city center and York Minster, this beautifully decorated hotel is a well maintained inn and of the finest character. The owners take great pride in this historical inn which looks absolutely newly furnished. Breakfast was superb. For quality B&Bs and this one was "Spot on"!"
United States
Kenneth
The price is CA $132
CA $158 total
includes taxes & fees
Oct 18 - Oct 19
Burton Stone Inn
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

Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

10/10 Excellent
"Great Place to Stay. Staff lovely, Room Spotless. 10/10"
Stacie 1-night trip
Posted 10 hours ago
Leonardo Hotel Middlesbrough

Find out more about Helmsley

Helmsley B&B information

Number of reviews
2,655
Accommodation
60 B&B
Lowest Price
CA $54
Highest Price
CA $301

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 $54 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.

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