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

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  • Upfront pricing

    We are not like the others - we include taxes and fees

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
$105 nightly
The price is $125
Oct 16 - Oct 17
Total with taxes and fees
Newburgh House Bed & Breakfast
A dining table set with tea service, chairs, and a stone wall with a mural.

2. The Cornmill

The Cornmill
4.0 star property
York
9.8 out of 10, Exceptional, (97 reviews)
"A wonderful warm welcome and superb hospitality throughout."
United Kingdom
Graham
$136 nightly
The price is $136
Oct 22 - Oct 23
Total with taxes and fees
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
$98 nightly
The price is $118
Nov 8 - Nov 9
Total with taxes and fees
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
$107 nightly
The price is $128
Oct 25 - Oct 26
Total with taxes and fees
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
$118 nightly
The price is $142
Nov 4 - Nov 5
Total with taxes and fees
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
$127 nightly
The price is $152
Nov 15 - Nov 16
Total with taxes and fees
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
$118 nightly
The price is $118
Oct 29 - Oct 30
Total with taxes and fees
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
$88 nightly
The price is $106
Nov 4 - Nov 5
Total with taxes and fees
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
$112 nightly
The price is $134
Nov 8 - Nov 9
Total with taxes and fees
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
$88 nightly
The price is $106
Oct 19 - Oct 20
Total with taxes and fees
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
$176 nightly
The price is $211
Nov 1 - Nov 2
Total with taxes and fees
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
$109 nightly
The price is $131
Oct 16 - Oct 17
Total with taxes and fees
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
$111 nightly
The price is $133
Nov 15 - Nov 16
Total with taxes and fees
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
$33 nightly
The price is $39
Nov 5 - Nov 6
Total with taxes and fees
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
$106 nightly
The price is $128
Oct 25 - Oct 26
Total with taxes and fees
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
$103 nightly
The price is $124
Oct 25 - Oct 26
Total with taxes and fees
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
$117 nightly
The price is $140
Oct 22 - Oct 23
Total with taxes and fees
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
$156 nightly
The price is $156
Oct 16 - Oct 17
Total with taxes and fees
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
$143 nightly
The price is $172
Oct 16 - Oct 17
Total with taxes and fees
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, (475 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
$92 nightly
The price is $111
Oct 18 - Oct 19
Total with taxes and fees
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

Hotel Clementine

Hotel Clementine

10/10 Excellent
"An absolutely beautiful hotel that's an easy walk from the old Medieval walls of York. The hotel room was gorgeous, with a lovely balcony, and the reception and housekeeping staff were wonderful. Genuinely one of my favorite hotels that I've stayed at recently."
Kyle 3-night trip
Posted 6 hours ago
Hotel Clementine

Find out more about Helmsley

Helmsley B&B information

Number of reviews
2,654
Accommodation
63 B&B
Lowest Price
$39
Highest Price
$211

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Helmsley?
Prices for B&Bs in Helmsley often vary, but you can find a great deal from $39 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 and summer months, particularly from May to August. This period is characterized by pleasant weather and vibrant local events, making it ideal for travelers seeking a mix of relaxation and adventure. Visitors can indulge in outdoor activities such as hiking in the stunning North York Moors National Park, exploring charming streets lined with historic buildings, or enjoying local festivals that celebrate the area's rich heritage.

July stands out as the peak month, attracting tourists eager to experience the warmest temperatures, typically ranging from the mid-50s to the high 70s Fahrenheit. This lively atmosphere is great for leisurely strolls through Helmsley's picturesque market square or savoring local cuisine at outdoor cafes.

For those looking to enjoy Helmsley without the bustling crowds, October presents a wonderful opportunity. During this month, travelers can appreciate the beautiful autumn landscapes as the foliage transforms into rich hues of orange and gold, while also taking advantage of lower accommodation rates.
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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