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

Search Historic Hotels in Helmsley

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Check availability on Helmsley Historic Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Helmsley historic hotels

A cozy living room with a stone fireplace, a flat-screen TV mounted above it, and a comfortable seating area with a sofa and armchairs.
A cozy living room with a sofa, armchair, and a wooden coffee table. There is a stone wall, a lamp, and artwork on the walls.
An open doorway leading to a room with a wooden table and chairs, a lamp, and a stone wall.
A round glass table with wicker chairs, a floral vase, and a bottle of wine.

1. The Old Dairy

The Old Dairy
Thirsk
United States
Todd
£549
includes taxes & fees
28 Oct - 29 Oct
The Old Dairy
A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.
A modern kitchen with a large sink, wooden staircase, and a cozy living area with a sofa and a flat-screen TV.
A stone cottage with a tiled roof, multiple windows with shutters, and exterior lighting.
A cozy living room with a Christmas tree, a sofa, and a dining table.

2. Luxury retreat for 2 couples/ family in spectacular location in North York Moors

Luxury retreat for 2 couples/ family in spectacular location in North York Moors
Glaisdale
United Kingdom
Catherine C.
£428
includes taxes & fees
26 Oct - 27 Oct
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
A modern living room with a sofa, a dining table, and a TV.
A modern bathroom with a toilet, sink, and shower.
A bedroom with a bed, a dresser, a mirror, and a window with curtains.
A modern kitchen with white cabinets, a microwave, an oven, and a dining area with a round table and four chairs.

3. 1 Bedroom City Centre Holiday home

1 Bedroom City Centre Holiday home
The Groves
United States
Laura c.
1 Bedroom City Centre Holiday home
A modern kitchen with white cabinets, a microwave, and an oven. There is a dining table with chairs and a vase of flowers.
A modern living room with a round table, chairs, a TV, and a colorful rug.
Outdoor dining
A modern living room with a yellow armchair, a TV, and a colorful rug.

4. Minster's Reach Holiday Apartment

Minster's Reach Holiday Apartment
The Groves
United States
Laura c.
£256
includes taxes & fees
25 Oct - 26 Oct
Minster's Reach Holiday Apartment
A bedroom with two beds, a skylight, a bedside table with a lamp, and a potted plant.
A modern living room with a grey sofa, blue armchair, and a coffee table with candles.
A patio area with a brick wall, a wooden fence, and outdoor furniture including two chairs and a table.
A bedroom with a window, a dresser, a mirror, and a wall with a picture.

5. YORK BOUTIQUE HOUSE-3 BEDROOM

YORK BOUTIQUE HOUSE-3 BEDROOM
Layerthorpe
United States
Andrew C.
£400
includes taxes & fees
15 Nov - 16 Nov
YORK BOUTIQUE HOUSE-3 BEDROOM
A bedroom with a wooden bed, two bedside tables with lamps, and a view of a building through the window.
A living room with a sofa, a wooden coffee table, a fireplace, a TV mounted on the wall, and a window with curtains.
A kitchen with a bar stool area, a blue cabinet, and pendant lights.
A modern kitchen with blue cabinets, a gas stove, a microwave, and a sink.

6. Patricks Pool Town House-4 Bed/4 Bath - sleeps 8 guests in 4 bedrooms

Patricks Pool Town House-4 Bed/4 Bath - sleeps 8 guests in 4 bedrooms
City Centre
United States
Laura c.
Patricks Pool Town House-4 Bed/4 Bath - sleeps 8 guests in 4 bedrooms
View all properties

Top Helmsley Hotel Reviews

The Minster Hotel York

The Minster Hotel York

8/10 Good
"Location excellent. Car park incredibly useful. Very helpful staff and freshly cooked breakfast was lovely every morning."
Karen 3-night trip
Posted 16 hours ago
The Minster Hotel York
Leonardo Hotel Middlesbrough

Leonardo Hotel Middlesbrough

8/10 Good
"Nice stay (if you need to be in central Middlesbrough). The car park is a bit tight, but it has a decent breakfast and pool. Close to city centre if you need to get a late night Parmo fix."
Stephen 1-night trip
Posted 1 day ago
Leonardo Hotel Middlesbrough
Hotel Clementine

Hotel Clementine

10/10 Excellent
"Been to Clementines several times and would not stay anywhere else. Great hotel, friendly and helpful staff. Would recommend"
David 2-night trip
Posted 1 day ago
Hotel Clementine
DoubleTree by Hilton York

DoubleTree by Hilton York

8/10 Good
"I didnt like where my room was. Would have preferred to be in main part of hotel. Felt too nervous to have window open as people walking past our window"
Luisa 1-night trip
Posted 1 day ago
DoubleTree by Hilton York
Holiday Inn Express York by IHG

Holiday Inn Express York by IHG

10/10 Excellent
"Clean and tidy. Friendly staff"
Will 1-night trip
Posted 2 days ago
Holiday Inn Express York by IHG
Mercure York Fairfield Manor Hotel

Mercure York Fairfield Manor Hotel

8/10 Good
"Room was big and clean with a lovely bed. Bathroom was ok but looking a bit tired. Parking was easy. Breakfast was great, everything you could want including omlettes. Didnt like the orange juice was more like orange squash. Public areas were modern and clean."
Charlotte 1-night trip
Posted 2 days ago
Mercure York Fairfield Manor Hotel

Frequently asked questions

What should I expect on my historical trip to Helmsley?
A trip to the historical places in Helmsley is likely number one on your sightseeing list. During your stay, you can visit the spas and restaurants.
How many historical hotels are there in Helmsley?
Helmsley is home to 54 hotels and other accommodation options bookable on Expedia though you won't find many designated historic hotels.
What are the top historical places and other sights in Helmsley?
Landmarks like Helmsley Castle and Duncombe Park in Helmsley might be worth a visit. Natural beauty is on display at Hemsley Walled Garden, Howardian Hills and North York Moors National Park. A couple of additional sights to add to your itinerary are Helmsley Arts Centre and Cleveland Way.
What is a historic hotel like in Helmsley?
When you book a historic hotel, you'll enjoy a holiday in a place that has a national historic designation. A palace, castle, grand home or even an old police station, pub, lodge or skyscraper can be transformed into a historic hotel provided that it's a place of special interest. Traditional architecture and period features are often preserved within the guestrooms or public spaces of such hotels in Helmsley, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The building and architecture of a historic hotel is generally what's most important. For a heritage hotel, often it's the cultural value as well as how it influenced the community.
Do historic hotels in Helmsley have modern facilities?
Hotels have the safety features and modern conveniences you've come to expect, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, heating and air conditioning, free and fast Internet, and the normal amenities found at a contemporary hotel should be available at a historic hotel. When you choose a historic hotel in Helmsley, don't worry that you'll find a place that's uncomfortable for guests or simply rundown.

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