Title: 5 Stars Hotels in Pickering, England from CA $109 - Find Cheap Pickering Hotels With 5 Stars | Expedia.ca [Pickering Travel Guide](https://expedia.ca/Pickering.dx5657)[Hotels in Pickering](https://expedia.ca/Pickering-Hotels.d5657.Travel-Guide-Hotels)[Vacation Rentals in Pickering](https://expedia.ca/Pickering-Vacation-Rentals.d5657.Travel-Guide-VacationRentals)[Flights to Pickering](https://expedia.ca/Cheap-Flights-To-Pickering.d5657.Travel-Guide-Flights)[Things to do in Pickering](https://expedia.ca/Things-To-Do-In-Pickering.d5657.Travel-Guide-Activities)[Pickering Car Rentals](https://expedia.ca/Car-Rentals-In-Pickering.d5657.Car-Rental-Guide)[Pickering Vacation Packages](https://expedia.ca/Pickering.d5657.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/afa51edf3ffc62b09bebe1aadbf01fec.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Pickering, England from CA $109 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](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 [Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2025-10-09&endDate=2025-10-10&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2025-10-10&endDate=2025-10-11&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Pickering 5 Star Hotels ![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](https://images.trvl-media.com/lodging/2000000/1390000/1383800/1383702/7acc6fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/2000000/1390000/1383800/1383702/fd511e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion House Scarborough 9.4/10 Exceptional (236) "Clean, comfortable and I’m a quiet location." CA $189 CA $227 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Scarborough-Hotels-Mansion-House.h1383702.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/6000000/5320000/5318200/5318107/0b04774b.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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5320000/5318200/5318107/65283717.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) ### The Carpenters Arms Thirsk 9.6/10 Exceptional (163) "The room was luxurious and the meal that we had was so tasty we will be back" [](https://www.expedia.ca/Thirsk-Hotels-The-Carpenters-Arms.h5318107.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/16000000/15210000/15201900/15201881/3320fd74.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) ### Orchard Lodge & Wolds Restaurant Scarborough 10/10 Exceptional (50) "Excellent Hosts and facilities " CA $240 CA $288 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/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) ![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) ![Luxury Apartment, 1 Bedroom, Accessible, Garden View](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/59c5b8fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment](https://images.trvl-media.com/lodging/18000000/17460000/17452400/17452330/acae8996.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. " [](https://www.expedia.ca/Scarborough-Hotels-The-Sands-Sea-Front-Apartments.h17452330.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/086780fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Durham Ox York 9.6/10 Exceptional (127) "Great stay. Excellent rooms and Bar / Restaurant. Great steaks. " CA $192 CA $231 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/York-Hotels-The-Durham-Ox.h2275866.Hotel-Information) ![Superior Double Room, Ensuite (Blackthorne Wood)](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/abffdc7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, Ensuite (Poplar Forest) | Interior](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/6619b41d.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)](https://images.trvl-media.com/lodging/30000000/29640000/29638700/29638677/a8671bc1.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. " [](https://www.expedia.ca/Filey-Hotels-All-Seasons-Guesthouse.h29638677.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) ![Three-Bedroom House](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](https://images.trvl-media.com/lodging/45000000/44800000/44795700/44795619/d6418762.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) ### Caedmon Prospect Whitby [](https://www.expedia.ca/Whitby-Hotels-Caedmon-Prospect.h44795619.Hotel-Information) ![Luxury Chalet](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/50041f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Chalet](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/082aeb42.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 | Balcony view](https://images.trvl-media.com/lodging/70000000/69810000/69809800/69809758/c7204d89.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.ca/Scarborough-Hotels-The-Spa-Chalet-Sea-Views-Pool-Spa-Gym.h69809758.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 | Interior](https://images.trvl-media.com/lodging/76000000/75610000/75603000/75602918/051fe9c8.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.ca/Pickering-Hotels-Foxes-Den.h75602918.Hotel-Information) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/10e4978e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/570de73b.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) ![Apartment | Living area](https://images.trvl-media.com/lodging/46000000/45730000/45725700/45725632/7505207e.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." [](https://www.expedia.ca/Whitby-Hotels-Whitehall-1-Apartment.h45725632.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) ![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) ![One-Bedroom House](https://images.trvl-media.com/lodging/45000000/44270000/44261100/44261065/3370c89a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rosella Cottage Pickering [](https://www.expedia.ca/Pickering-Hotels-Rosella-Cottage.h44261065.Hotel-Information) ![One-Bedroom Apartment | Private kitchen](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 | Living area](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/e946b422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Apartment | Private kitchen](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/2540d582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One-Bedroom Apartment](https://images.trvl-media.com/lodging/45000000/44800000/44795200/44795124/b8d34ac7.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." [](https://www.expedia.ca/Whitby-Hotels-The-Normanby-Terrace.h44795124.Hotel-Information) ![2 Bedroom Room House | Private kitchen](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](https://images.trvl-media.com/lodging/45000000/44260000/44258500/44258498/c323f263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Room House | Living area](https://images.trvl-media.com/lodging/45000000/44260000/44258500/44258498/3f352de2.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.ca/Whitby-Hotels-Spyglass-1708.h44258498.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) ![Bathroom](https://images.trvl-media.com/lodging/20000000/19470000/19463900/19463880/3ca238d6.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) ### 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." [](https://www.expedia.ca/Whitby-Hotels-Dillons-Of-Whitby.h19463880.Hotel-Information) ![2-Bedroom Holiday Cottage | Private kitchen](https://images.trvl-media.com/lodging/42000000/41930000/41923700/41923679/619fed8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2-Bedroom Holiday Cottage | Living area](https://images.trvl-media.com/lodging/42000000/41930000/41923700/41923679/75cf88b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2-Bedroom Holiday Cottage | Living area](https://images.trvl-media.com/lodging/42000000/41930000/41923700/41923679/36fc1f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/42000000/41930000/41923700/41923679/032155da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clinker Cottage Whitby 9.0/10 Wonderful (2) "Generally a decent stay but just a few points which were not right & so thus was the reason for not giving a glowing review. 1..the weather seal on the edge of the external door had come away for 25 cm & just was getting worse. 2..no bulb was present in the living area floor lamp. 3..no washing up liquid was in the cupboard & so resulted in us needing to purchase our own. There was a list in the cupboard of all items which should be present. 4..there was water all over the kitchen top & we... [](https://www.expedia.ca/Whitby-Hotels-Clinker-Cottage.h41923679.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) ![Luxury Cottage, 2 Double Beds, Non Smoking, Harbour View | Living area](https://images.trvl-media.com/lodging/36000000/35180000/35176500/35176420/5c7df3a6.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) ![Exterior](https://images.trvl-media.com/lodging/36000000/35180000/35176500/35176420/b9867a69.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... [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Harbour-Cottage.h35176420.Hotel-Information) ![Luxury Apartment, Multiple Beds, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/31000000/30690000/30680800/30680782/a2568770.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) ![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](https://images.trvl-media.com/lodging/31000000/30690000/30680800/30680782/7435dc30.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!" [](https://www.expedia.ca/Whitby-Hotels-Park-View-Apartment.h30680782.Hotel-Information) ![Luxury House, 3 Bedrooms, Sea View, Beachfront | Private kitchen](https://images.trvl-media.com/lodging/19000000/18980000/18971300/18971215/ad970ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 3 Bedrooms, Sea View, Beachfront | View from room](https://images.trvl-media.com/lodging/19000000/18980000/18971300/18971215/84548cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 3 Bedrooms, Sea View, Beachfront | Private kitchen](https://images.trvl-media.com/lodging/19000000/18980000/18971300/18971215/e5a93216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House, 3 Bedrooms, Sea View, Beachfront | Private kitchen](https://images.trvl-media.com/lodging/19000000/18980000/18971300/18971215/687a4091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Host & Stay | Burnsyde Beach House Saltburn-by-the-Sea [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Burnsyde-Beach-House.h18971215.Hotel-Information) ![2 Bedroom Apartment](https://images.trvl-media.com/lodging/42000000/41340000/41334900/41334862/8b2adfdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Apartment](https://images.trvl-media.com/lodging/42000000/41340000/41334900/41334862/e6798a3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Apartment | Private kitchen](https://images.trvl-media.com/lodging/42000000/41340000/41334900/41334862/12bd44e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/42000000/41340000/41334900/41334862/a3799061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artsbank Apartment Saltburn-by-the-Sea 9.0/10 Wonderful (2) "Amazing, spacious, well equipped, modern apartment in a great location for town and coast. Very helpful and responsive staff. A few very small niggles on equipment (2 small pans, no big one - meant pasta in two pans and sauce in casserole in the oven!) and facilities (no drawers in bedrooms, no blind in bathroom) means a 95 rather than 100% positive review - but we would really really recommend!" [](https://www.expedia.ca/Saltburn-By-The-Sea-Hotels-Artsbank-Apartment.h41334862.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/37000000/36100000/36096200/36096173/f7c7dc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Multiple Beds | Living area](https://images.trvl-media.com/lodging/37000000/36100000/36096200/36096173/8ff99756.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, Multiple Beds](https://images.trvl-media.com/lodging/37000000/36100000/36096200/36096173/b17242dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36100000/36096200/36096173/4c9059f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Courtyard Retreat Whitby 10/10 Exceptional (1) [](https://www.expedia.ca/Whitby-Hotels-The-Courtyard-Retreat.h36096173.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.ca/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.ca/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 CA $91 CA $109 total Oct 19 - Oct 20 includes taxes & fees 8.6/10 Excellent! (1,000 reviews) [](https://expedia.ca/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 CA $111 CA $133 total Oct 12 - Oct 13 includes taxes & fees 7.8/10 Good! (1,011 reviews) [](https://expedia.ca/Scarborough-Hotels-Crown-Spa-Hotel-Scarborough-By-Compass-Hospitality.h1636480.Hotel-Information) ![Penny Hedge, Whitby by Marston's Inns](https://images.trvl-media.com/lodging/34000000/33730000/33724300/33724251/b15b531d_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Penny Hedge, Whitby by Marston's Inns Stainsacre Lane, Whitby, England CA $91 CA $109 total Nov 9 - Nov 10 includes taxes & fees 8.8/10 Excellent! (760 reviews) [](https://expedia.ca/Whitby-Hotels-Penny-Hedge-By-Marstons-Inns.h33724251.Hotel-Information) Still don't see what you're looking for? [See all properties in Pickering.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=5657&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=5657&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=5657&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=5657&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F10%2F2025&endDate=11%2F10%2F2025®ionId=5657&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=10%2F10%2F2025&endDate=11%2F10%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.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&adults=2®ionId=5657) ![](https://mediaim.expedia.com/destination/1/afa51edf3ffc62b09bebe1aadbf01fec.jpg?impolicy=fcrop&w=899&h=444&p=1&q=high) ## Top Pickering Hotel Reviews ## Find out more about Pickering ## Five Star Hotels in Pickering There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Pickering so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Pickering and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Pickering Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Pickering The results are in, and Pickering 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Pickering! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Pickering today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Pickering? > You'll find several pricing options for a 5-star hotel in Pickering on Expedia. How much you'll pay will depend on your vacation dates, length of your trip and other factors. Compare available properties for your desired dates and make use of our pricing and other filters to find the perfect upscale stay. > > > > - Search for the lowest price per night from CA $109 ### What makes a hotel 5 stars in Pickering? > Outstanding guest service is the defining feature of every 5-star hotel in Pickering. From the second you arrive, staff cater to your every whim, whether answering room service calls 24/7 or providing in-room beauty treatments. Additionally, hotels must feature top-rate amenities to qualify for a 5-star rating. These can include deluxe baths, an on-site spa, swimming pools, gastronomic restaurants and knowledgeable concierge. ### Are there any 5-star all-inclusive resorts in Pickering? > Our handy filters are the best way to search for exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious properties in Pickering where your meals, room, entertainment and activities are included in the upfront price. 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