Title: TOP Boutique Hotels in Helmsley for 2026 | Expedia.co.uk [Helmsley Travel Guide](https://expedia.co.uk/Helmsley.dx4373)[Hotels in Helmsley](https://expedia.co.uk/Helmsley-Hotels.d4373.Travel-Guide-Hotels)[Holiday Rentals in Helmsley](https://expedia.co.uk/Helmsley-Holiday-Rentals.d4373.Travel-Guide-HolidayRentals)[Flights to Helmsley](https://expedia.co.uk/Cheap-Flights-To-Helmsley.d4373.Travel-Guide-Flights)[Helmsley Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Helmsley.d4373.Car-Hire-Guide)[Helmsley Holidays](https://expedia.co.uk/Helmsley.d4373.Holidays-City-Breaks) ![Late afternoon at lovely Helmsley](https://images.trvl-media.com/place/4373/8704ad01-7733-45a2-83a2-610ef1c2c51c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mark Sage # Search Boutique Hotels in Helmsley - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Helmsley Boutique Hotels Tonight [19 Dec - 20 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-12-19&endDate=2025-12-20&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [20 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-12-20&endDate=2025-12-21&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=4373&startDate=2025-12-26&endDate=2025-12-28&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Helmsley boutique hotels ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/22996a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/77e1faf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room | Hypo-allergenic bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/d260ccc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/14ddb41d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Churchill Hotel [](https://www.expedia.co.uk/York-Hotels-The-Churchill-Hotel.h1779789.Hotel-Information) Clifton 9.2/10 Wonderful (1000) "Rooms were spotless , staff very friendly & helpful, location was a 5 min walk into town with the Minster on your door step ,will definitely stay here again on my next visit ." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark £80 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/York-Hotels-The-Churchill-Hotel.h1779789.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-02&endDate=2026-01-03®ionId=4373&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Helmsley Hotel Reviews ![Dean Court Hotel](https://images.trvl-media.com/lodging/1000000/10000/7500/7413/3ef64605_y.jpg) ### Dean Court Hotel 10/10 Excellent "Second time staying in this hotel over the Christmas period. Fabulous in every way " [](https://expedia.co.uk/York-Hotels-Dean-Court-Hotel.h7413.Hotel-Information) ![The Churchill Hotel](https://images.trvl-media.com/lodging/2000000/1780000/1779800/1779789/22996a6e_y.jpg) ### The Churchill Hotel 10/10 Excellent "Good breakfast, firendly staff" [](https://expedia.co.uk/York-Hotels-The-Churchill-Hotel.h1779789.Hotel-Information) ![No.1 by GuestHouse, York](https://images.trvl-media.com/lodging/1000000/20000/11800/11750/a82be83d_y.jpg) ### No.1 by GuestHouse, York 10/10 Excellent "Nice quick checkin, shown to pantry to see the range of free nibbles and drinks on offer throughout our stay and then to our room; compact, lovely features, like the dolls house drinks centre, the record player (with LPs and a library downstairs if the ones in the room didn't excite). The hotel has a grand entrance and is very relaxed, some may say bohemian; dark walls, interesting features throughout, lovely bright and comfortable lounge, all in all very good value and only a short walk to the centre of York along a wide avenue-style road, past a park and your first tourist sight is the minster." [](https://expedia.co.uk/York-Hotels-The-Grange-Hotel.h11750.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Helmsley? ### What kind of weather should I plan for when I travel to Helmsley? ### What's the best way to get to my boutique hotel in Helmsley? ## Explore a world of travel with Expedia - Accommodation - Packages - Cars - [Hotels near Duncombe Park ](https://www.expedia.co.uk/Duncombe-Park-Hotels.0-l6079221-0.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Gilling East ](https://www.expedia.co.uk/Gilling-East-Hotels-Family-Friendly-Hotel.0-0-d3000011393-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Bar in Gilling East ](https://www.expedia.co.uk/Gilling-East-Hotels-Hotel-With-A-Bar.0-0-d3000011393-thotelwithabar.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Gilling East ](https://www.expedia.co.uk/Gilling-East-Hotels-Hotels-With-WiFi.0-0-d3000011393-tHotelswithWiFi.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Harome ](https://www.expedia.co.uk/Harome-Hotels-Budget-Hotels.0-0-d3000452777-tBudgetHotels.Travel-Guide-Filter-Hotels) - 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