Title: The 10 Best 5 Star Hotels in Pickering - 2025 Updated Prices | Expedia.co.uk [Pickering Travel Guide](https://expedia.co.uk/Pickering.dx5657)[Hotels in Pickering](https://expedia.co.uk/Pickering-Hotels.d5657.Travel-Guide-Hotels)[Holiday Rentals in Pickering](https://expedia.co.uk/Pickering-Holiday-Rentals.d5657.Travel-Guide-HolidayRentals)[Flights to Pickering](https://expedia.co.uk/Cheap-Flights-To-Pickering.d5657.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.co.uk/Things-To-Do-In-Pickering.d5657.Travel-Guide-Activities)[Pickering Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pickering.d5657.Car-Hire-Guide)[Pickering Holidays](https://expedia.co.uk/Pickering.d5657.Holidays-City-Breaks) ![#castle #medieval #yorkshire #Englishheritage #Mark_and_Travel](https://images.trvl-media.com/place/5657/18f6e02d-cdf4-4a03-bfd7-64074b1e2c1e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Mark Stacevich # Compare and book 5 Star hotels in Pickering, England - ![](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 Pickering 5 Star Hotels Tonight [27 Nov - 28 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2025-11-27&endDate=2025-11-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2025-11-28&endDate=2025-11-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2025-11-28&endDate=2025-11-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=5657&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pickering 5 Star Hotels ![Garden](https://images.trvl-media.com/lodging/6000000/5320000/5318200/5318107/0b04774b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5320000/5318200/5318107/94e99a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5320000/5318200/5318107/a4438840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5320000/5318200/5318107/d4f5bb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carpenters Arms Thirsk 9.6/10 Exceptional (163) "Absolutely loved the place and wouldnt hesitate to go back. Spacious car park, decent food and the rooms are brilliant!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Marie £79 includes taxes & fees 3 Dec - 4 Dec [](https://www.expedia.co.uk/Thirsk-Hotels-The-Carpenters-Arms.h5318107.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1390000/1383800/1383702/dca6ccb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/2000000/1390000/1383800/1383702/27bde398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Living area | LCD TV, DVD player](https://images.trvl-media.com/lodging/2000000/1390000/1383800/1383702/7acc6fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 2 Bedrooms, Sea View | Living area | LCD TV, DVD player](https://images.trvl-media.com/lodging/2000000/1390000/1383800/1383702/2f7aaaf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion House Scarborough 9.4/10 Exceptional (239) "Clean, comfortable and I’m a quiet location." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Elizabeth £125 includes taxes & fees 28 Nov - 29 Nov [](https://www.expedia.co.uk/Scarborough-Hotels-Mansion-House.h1383702.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/6b7c7d50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/247e7f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/53edbcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, Private Bathroom (Ivy - Self Catering) | Private kitchen](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/4e15c9de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Durham Ox York 9.6/10 Exceptional (130) "Everything was just perfect. Food outstanding" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Richard £120 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/York-Hotels-The-Durham-Ox.h2275866.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/16000000/15210000/15201900/15201881/8d2265fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/16000000/15210000/15201900/15201881/3f43b1bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15210000/15201900/15201881/adc77ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/16000000/15210000/15201900/15201881/3320fd74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Orchard Lodge & Wolds Restaurant Scarborough 10/10 Exceptional (52) "Excellent Hosts and facilities " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Barry £149 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Scarborough-Hotels-Orchard-Lodge.h15201881.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/f8f1b7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | 1 bedroom, premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/acae8996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Classic Apartment, 1 King Bed, Balcony | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/e4ca3622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 2 Bedrooms, Park View | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/0fd8da6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sands - Sea Front Apartments Scarborough 9.8/10 Exceptional (148) "What a beautiful place to stay on the North Bay of Scarborough and threturnnbus services in to Scarborough South Bay are every 10-15mins. Very much enjoyed our stay. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ryan [](https://www.expedia.co.uk/Scarborough-Hotels-The-Sands-Sea-Front-Apartments.h17452330.Hotel-Information) ![Superior Double Room, Ensuite (Blackthorne Wood) | 1 bedroom](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/abffdc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Hawthorne Dell) | Interior](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/6a93acfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite (Hazel Holt) | 1 bedroom](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/a8671bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/4be34d1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All Seasons Boutique Hotels Filey 9.2/10 Wonderful (106) "Excellent hotel and lovely Staff. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) hedley [](https://www.expedia.co.uk/Filey-Hotels-All-Seasons-Guesthouse.h29638677.Hotel-Information) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/980fc3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/1ec66c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | 2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/ce0c88f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/b9945506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Foxes Den Pickering [](https://www.expedia.co.uk/Pickering-Hotels-Foxes-Den.h75602918.Hotel-Information) ![Three-Bedroom House | Bathroom shower](https://images.trvl-media.com/lodging/45000000/44800000/44795700/44795619/fde3266d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44800000/44795700/44795619/02fff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Three-Bedroom House | 3 bedrooms, premium bedding, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/45000000/44800000/44795700/44795619/631bdeb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Three-Bedroom House | 3 bedrooms, premium bedding, laptop workspace, soundproofing](https://images.trvl-media.com/lodging/45000000/44800000/44795700/44795619/d6418762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Caedmon Prospect Whitby [](https://www.expedia.co.uk/Whitby-Hotels-Caedmon-Prospect.h44795619.Hotel-Information) ![Luxury Chalet | 5 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/50041f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family dining](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/a7a981b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Chalet | 5 bedrooms, individually decorated, individually furnished](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/082aeb42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Chalet | Private kitchen | High chair](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/0f249acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Spa Chalet - Sea Views Pool Spa Gym Scarborough City Centre [](https://www.expedia.co.uk/Scarborough-Hotels-The-Spa-Chalet-Sea-Views-Pool-Spa-Gym.h69809758.Hotel-Information) ![Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/10e4978e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/7505207e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | 1 bedroom, premium bedding, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/cd694ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/4d280091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whitehall 1 Apartment Whitby 10/10 Exceptional (3) "Great location, clean and well equipped appartment, parking included and a short walk into whitby,, perfect." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) MARTIN [](https://www.expedia.co.uk/Whitby-Hotels-Whitehall-1-Apartment.h45725632.Hotel-Information) ![Luxury Apartment, Multiple Beds, Non Smoking, Beach View | Private kitchen | Fridge, stovetop, electric kettle, toaster](https://images.trvl-media.com/lodging/36000000/35180000/35176700/35176664/eca191ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Multiple Beds, Non Smoking, Beach View | 3 bedrooms, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/36000000/35180000/35176700/35176664/c67986fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35180000/35176700/35176664/9770da52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Multiple Beds, Non Smoking, Beach View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/36000000/35180000/35176700/35176664/c058beca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pearl Apartment Saltburn-by-the-Sea 10/10 Exceptional (4) "Brilliant stay, lovely apartment, plenty for kids to do - altogether excellent!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karen [](https://www.expedia.co.uk/Saltburn-By-The-Sea-Hotels-Pearl-Apartment.h35176664.Hotel-Information) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/45000000/44270000/44261100/44261065/1a99fa5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom House | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/45000000/44270000/44261100/44261065/3370c89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/45000000/44270000/44261100/44261065/1090ad78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom House | Living area](https://images.trvl-media.com/lodging/45000000/44270000/44261100/44261065/2463e5b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosella Cottage Pickering [](https://www.expedia.co.uk/Pickering-Hotels-Rosella-Cottage.h44261065.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/20000000/19470000/19463900/19463880/a0477a8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/20000000/19470000/19463900/19463880/826ab485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/20000000/19470000/19463900/19463880/944c9e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bathroom | Free toiletries, hair dryer, bathrobes, towels](https://images.trvl-media.com/lodging/20000000/19470000/19463900/19463880/3ca238d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dillons of Whitby Whitby 10/10 Exceptional (26) "Convenient location close to the centre of Whitby. Friendly and helpful hosts. Clean and well appointed rooms. Excellent breakfast." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Andrew [](https://www.expedia.co.uk/Whitby-Hotels-Dillons-Of-Whitby.h19463880.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/36000000/35180000/35176500/35176420/913b0637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35180000/35176500/35176420/b9867a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, 2 Double Beds, Non Smoking, Harbour View | In-room dining](https://images.trvl-media.com/lodging/36000000/35180000/35176500/35176420/0206fc97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35180000/35176500/35176420/66a227d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbour Cottage Saltburn-by-the-Sea 9.0/10 Wonderful (2) "A delightful cottage in the heart of the village. Next door to the butchers and one minute from two pubs and a tea room. Access to the cottage was easy with the lock box arrangement. It has all amenties, coffee, milk, plenty of pots, pans and utensils. We used the oven and hob with no problems. Theres also washing up liquid and so on so no need to take your own. The bedrooms are light and airy and tge bathroom clean with the essentials. The cottage manual and the tablet are thoughtful... ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Alison [](https://www.expedia.co.uk/Saltburn-By-The-Sea-Hotels-Harbour-Cottage.h35176420.Hotel-Information) ![Two-Bedroom Apartment | View from room](https://images.trvl-media.com/lodging/39000000/38660000/38653700/38653641/7803be46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two-Bedroom Apartment | 2 bedrooms, laptop workspace, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/39000000/38660000/38653700/38653641/0d5873a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two-Bedroom Apartment | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38660000/38653700/38653641/65df2700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Two-Bedroom Apartment | In-room dining](https://images.trvl-media.com/lodging/39000000/38660000/38653700/38653641/cf397620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gulls Nest Whitby 9.8/10 Exceptional (6) "Apartment very nice. Cleanliness could be better lots if dust, toilet brush extremely dirty, actually gross. Shower screen leaking water on to floor. Communal area tired and needs a revamp and cleaned." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John [](https://www.expedia.co.uk/Whitby-Hotels-The-Gulls-Nest.h38653641.Hotel-Information) ![Luxury Apartment, Multiple Beds, Non Smoking | Private kitchen | Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/31000000/30690000/30680800/30680782/a2568770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Multiple Beds, Non Smoking | View from room](https://images.trvl-media.com/lodging/31000000/30690000/30680800/30680782/cb1e3f15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Multiple Beds, Non Smoking | Living area | Smart TV](https://images.trvl-media.com/lodging/31000000/30690000/30680800/30680782/cb07ba95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/31000000/30690000/30680800/30680782/05f9bae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park View Apartment Whitby 10/10 Exceptional (12) "Great place, tidy with all the modern comforts. Would definitely recommend!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mr J A [](https://www.expedia.co.uk/Whitby-Hotels-Park-View-Apartment.h30680782.Hotel-Information) ![One-Bedroom Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/0a847ce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Apartment | 1 bedroom, premium bedding, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/b8d34ac7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Apartment | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/2540d582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/a4ca72f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Normanby Terrace Whitby 10/10 Exceptional (1) "All good, great location. Apartment is well equipped and has everything you need." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Ian [](https://www.expedia.co.uk/Whitby-Hotels-The-Normanby-Terrace.h44795124.Hotel-Information) ![2 Bedroom Room House | Private kitchen | Fridge, stovetop, electric kettle, toaster](https://images.trvl-media.com/lodging/45000000/44260000/44258500/44258498/bd2a12d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Room House | Living area | TV](https://images.trvl-media.com/lodging/45000000/44260000/44258500/44258498/3f352de2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Room House | Living area | TV](https://images.trvl-media.com/lodging/45000000/44260000/44258500/44258498/c323f263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44260000/44258500/44258498/b2332d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spyglass 1708 Whitby [](https://www.expedia.co.uk/Whitby-Hotels-Spyglass-1708.h44258498.Hotel-Information) ![Luxury House | Private kitchen | Electric kettle](https://images.trvl-media.com/lodging/46000000/45730000/45725400/45725307/332c0126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Premium bedding, laptop workspace, soundproofing, free WiFi](https://images.trvl-media.com/lodging/46000000/45730000/45725400/45725307/d6738537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/46000000/45730000/45725400/45725307/3552dd0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/46000000/45730000/45725400/45725307/1f588ac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Osborne House Whitby 10/10 Exceptional (3) "Beautiful property, close to all amenities. Good communication from letting agents. Overall a really lovely, bright and modern place to stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Dionne [](https://www.expedia.co.uk/Whitby-Hotels-Osborne-House.h45725307.Hotel-Information) ![One-Bedroom Cottage | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38660000/38654000/38653940/d422b083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Cottage | In-room dining](https://images.trvl-media.com/lodging/39000000/38660000/38654000/38653940/3cd1a0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Cottage | In-room dining](https://images.trvl-media.com/lodging/39000000/38660000/38654000/38653940/6af3b024.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Cottage | Bathroom | Combined shower/bathtub, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/39000000/38660000/38654000/38653940/dc2c61f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duck Down Cottage Whitby 6.0/10 (2) [](https://www.expedia.co.uk/Whitby-Hotels-Duck-Down-Cottage.h38653940.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pickering-Hotels.s50-0-d5657.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Pickering-Hotels.s50-0-d5657.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Pickering. ![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Leonardo Hotel Middlesbrough Fry Street Middlesbrough England £59 20 Dec - 21 Dec includes taxes & fees 8.4/10 Very Good! (1,005 reviews) [](https://expedia.co.uk/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.Hotel-Information) ![Crown Spa Hotel Scarborough by Compass Hospitality](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/ba67f532_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Crown Spa Hotel Scarborough by Compass Hospitality The Esplanade Scarborough England £75 30 Nov - 1 Dec includes taxes & fees 7.8/10 Good! (1,005 reviews) [](https://expedia.co.uk/Scarborough-Hotels-Crown-Spa-Hotel-Scarborough-By-Compass-Hospitality.h1636480.Hotel-Information) ![Station Suites ](https://images.trvl-media.com/lodging/115000000/114570000/114566800/114566758/159217bb_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Station Suites 5 Linthorpe Rd Middlesbrough England £63 30 Nov - 1 Dec includes taxes & fees 9.4/10 Exceptional! (15 reviews) [](https://expedia.co.uk/Middlesbrough-Hotels-Station-Suites.h114566758.Hotel-Information) Still don't see what you're looking for? [See all properties in Pickering.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=5657&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=5657&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=5657&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=5657&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=5657&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=28%2F11%2F2025&endDate=29%2F11%2F2025®ionId=5657&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Pickering Step aboard the North Yorkshire Moors Railway for a nostalgic steam train journey through spectacular countryside. Explore the medieval castle ruins and discover local heritage at the Beck Isle Museum with its Victorian-era workshops and displays. [See all hotels in Pickering](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-11&endDate=2025-12-12&adults=2®ionId=5657) ![#castle #medieval #yorkshire #Englishheritage #Mark_and_Travel](https://images.trvl-media.com/place/5657/18f6e02d-cdf4-4a03-bfd7-64074b1e2c1e.jpg?impolicy=fcrop&w=300&h=400&p=1&q=high) Photo by Mark Stacevich ## Top Pickering Hotel Reviews ## Find out more about Pickering ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Pickering? > You'll find a range of pricing options for 5-star hotels in Pickering on Expedia. The amount you pay will depend on your travel dates, length of stay and other factors. Compare all of the available accommodation for your desired dates and use our pricing and other filters to land the ideal high-end stay. > > > > - Search for the lowest price per night from £59 ### What makes a hotel 5 stars in Pickering? > From high-end restaurants and 24-hour fitness centres to pools and the finest bedding, the 5-star experience in Pickering is all about relaxation and luxury. But it calls for more than just top-notch amenities to earn a 5-star rating. Stays must also deliver superior services like in-room massage treatments, on-site laundry and concierge services. ### Are there any 5-star all-inclusive resorts in Pickering? > Use our filters to find a high-end getaway in Pickering where most of what you need is included. After your initial search, narrow down your results for accommodation that have 5 stars and are described as "All inclusive." The first thing on the schedule at these stays? 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