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

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Check availability on Helmsley Historic Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Helmsley historic hotels

A spacious loft with a high ceiling, exposed wooden beams, a kitchen area, and a staircase leading to an upper level.
A stone cottage with a tiled roof, multiple windows with shutters, and exterior lighting.
A skylight with a view of a green landscape.
A cozy living room with a Christmas tree, a sofa, and a dining table.

1. 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.
￥30,465
￥84,671 total
includes taxes & fees
Oct 13 - Oct 14
Luxury retreat for 2 couples/ family in spectacular location in North York Moors
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.
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.
A modern kitchen with white cabinets, a built-in oven, and a large window with blinds.

2. The Old Dairy

The Old Dairy
Thirsk
United States
Todd
￥95,851
￥115,021 total
includes taxes & fees
Oct 25 - Oct 26
The Old Dairy
A bedroom with a wooden bed, two bedside tables with lamps, and a view of a building through the window.
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.
A modern bathroom with a glass-enclosed shower, a white sink, and a towel rack.

3. 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
Anonymous traveler
￥182,126
￥182,126 total
includes taxes & fees
Oct 2 - Oct 3
Patricks Pool Town House-4 Bed/4 Bath - sleeps 8 guests in 4 bedrooms
View all properties

Top Helmsley Hotel Reviews

Hotel Clementine

Hotel Clementine

8/10 Good
"Le personnel est très accueillant et attentionné. La propriété ainsi que l'intérieur est très propre. J'ai été un peu déçue car je n'ai pu avoir la chambre spécifique que j'avais réservée car il y avait un problème avec la douche. On m'a offert une autre chambre mais il n'y avait pas de fenêtre. Il faisait donc chaud. Le déjeuner était correct mais petite portion."
Nathalie 1-night trip
Posted 12 hours ago
Hotel Clementine
The Minster Hotel York

The Minster Hotel York

10/10 Excellent
"Only fault was the stairs as it has no lift, otherwise it’s a lovely hotel and have stayed several times before"
Paula 3-night trip
Posted 20 hours ago
The Minster Hotel York
Mercure York Fairfield Manor Hotel

Mercure York Fairfield Manor Hotel

10/10 Excellent
"It's true it is a bit dated if that worries you, certainly didn't worry me, perfectly functional very clean, the only thing that bugged me was the Ruddy lift, second floor going down aagh first floor going up that voice done my head in I'm joking of course great location loads of parking, great staff, I'd stay here again."
Gavin 6-night trip
Posted 1 day ago
Mercure York Fairfield Manor Hotel
The Black Swan - The Inn Collection Group

The Black Swan - The Inn Collection Group

10/10 Excellent
"Beautiful old clean rooms. Staff very helpful especially the manager. Food excellent. Great location to stay and if you want to go out walking numerous beautiful walks around the moors."
Sarah 3-night trip
Posted 2 days ago
The Black Swan - The Inn Collection Group

Frequently asked questions

What should I expect on my historical trip to Helmsley?
A trip to the historical places in Helmsley is likely first on your sightseeing list. During your stay, you can visit the spas and restaurants.
How many historical hotels are there in Helmsley?
In Helmsley, you'll find 54 hotel accommodations bookable on Expedia though you won't find many designated historic hotels.
What are the top historical sites and other places in Helmsley?
Landmarks like Duncombe Park and Helmsley Castle 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 agenda are Helmsley Arts Centre and Cleveland Way.
What is a historic hotel like in Helmsley?
When you book a historic hotel, you'll spend a night or two someplace that has an officially recognized national historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the guestrooms or communal 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 architecture and building of historic hotels tend to be what's most significant. For a heritage hotel, it's mainly the cultural value as well as how it influenced the community.
Do historic hotels in Helmsley have modern facilities?
Hotels include modern conveniences and safety features you might expect, but every effort is made to preserve treasured traditions and historic facades. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in most hotels will be available in a historic hotel. When you book a historic hotel in Helmsley, don't worry that you'll be staying at a place that's uncomfortable or rundown.

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