Title: Book the Best Hotels with POOL in Pickering in 2026 | 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) ![#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 ![](https://images.trvl-media.com/place/5657/18f6e02d-cdf4-4a03-bfd7-64074b1e2c1e.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 Hotels with a Pool Tonight [Jan 13 - Jan 14](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-01-13&endDate=2026-01-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=5657&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pickering hotels with a pool ![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) | Exterior](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/dbd89e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Villa, Ensuite](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/e002a338.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2280000/2275900/2275866/df07b18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Durham Ox [](https://www.expedia.ca/York-Hotels-The-Durham-Ox.h2275866.Hotel-Information) York 9.8/10 Exceptional (131 reviews) "Everything was just perfect. Food outstanding" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Richard CA $201 CA $242 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/York-Hotels-The-Durham-Ox.h2275866.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/6c97d5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/96cd4be0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/ba67f532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double or Twin Room, Sea View | Living area](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/6b0a9455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crown Spa Hotel Scarborough by Compass Hospitality [](https://www.expedia.ca/Scarborough-Hotels-Crown-Spa-Hotel-Scarborough-By-Compass-Hospitality.h1636480.Hotel-Information) Scarborough 8.0/10 Very good (1,001 reviews) "Great location overlooking the sea, staff in the hotel were great" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sarah CA $97 CA $116 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Scarborough-Hotels-Crown-Spa-Hotel-Scarborough-By-Compass-Hospitality.h1636480.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102005500/102005420/0ef20e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 1 King Bed, Pool View](https://images.trvl-media.com/lodging/103000000/102010000/102005500/102005420/67ccc3a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102005500/102005420/40ee0ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102005500/102005420/18e24a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dewars Restaurant & Rooms [](https://www.expedia.ca/Malton-Hotels-Dewars-Restaurant-Rooms.h102005420.Hotel-Information) Kirby Misperton 9.8/10 Exceptional (62 reviews) "We enjoyed everything about the place " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Wendy CA $241 CA $290 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Malton-Hotels-Dewars-Restaurant-Rooms.h102005420.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/3000000/2410000/2403400/2403303/27e6d1fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/3000000/2410000/2403400/2403303/dd261afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/3000000/2410000/2403400/2403303/0b6b388e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2410000/2403400/2403303/a24d44b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Royal Hotel [](https://www.expedia.ca/Scarborough-Hotels-The-Royal-Hotel.h2403303.Hotel-Information) Scarborough City Centre 7.4/10 Good (1,003 reviews) "Great stay again.." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Darran CA $81 CA $97 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Scarborough-Hotels-The-Royal-Hotel.h2403303.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/46000000/45610000/45604400/45604314/ce902cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45610000/45604400/45604314/2a97d929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/46000000/45610000/45604400/45604314/395dace8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/46000000/45610000/45604400/45604314/b30a896c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Parade Apartment [](https://www.expedia.ca/Filey-Hotels-1-Bedroom-Accommodation-In-Filey.h45604314.Hotel-Information) Filey, near Scarborough 9.0/10 Wonderful (4 reviews) "Clean and cosy apartments with everything you need for a few days away. Great base to explore the surrounding area of the East coast. We enjoyed lovely walks a long the beach, Filey, Scarborough, Whitby and Beverly. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Caroline M. CA $323 CA $323 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Filey-Hotels-1-Bedroom-Accommodation-In-Filey.h45604314.Hotel-Information) ![Cottage | Living area](https://images.trvl-media.com/lodging/27000000/27000000/26996800/26996722/857e8214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/27000000/27000000/26996800/26996722/c9514213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996800/26996722/25724bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Beach](https://images.trvl-media.com/lodging/27000000/27000000/26996800/26996722/6e6b6e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Dog [](https://www.expedia.ca/Filey-Hotels-Sea-Dog.h26996722.Hotel-Information) Filey 9.4/10 Exceptional (3 reviews) "Lovely place" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jack CA $663 CA $795 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Filey-Hotels-Sea-Dog.h26996722.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/13000000/12610000/12607200/12607128/86f239a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12610000/12607200/12607128/e8eaedec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/13000000/12610000/12607200/12607128/6b093c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite (Donaldson Penthouse with Balcony)](https://images.trvl-media.com/lodging/13000000/12610000/12607200/12607128/46fd3351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Manor Hotel [](https://www.expedia.ca/Scarborough-Hotels-Park-Manor-Hotel.h12607128.Hotel-Information) Scarborough 8.8/10 Excellent (241 reviews) "Friendly staff, spotless room. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Beverley CA $137 CA $164 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Scarborough-Hotels-Park-Manor-Hotel.h12607128.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/119000000/118310000/118306100/118306067/4f92b922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118310000/118306100/118306067/3bb16f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/119000000/118310000/118306100/118306067/d323fd36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118310000/118306100/118306067/54d32932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog & family friendly 2 bedroom sleeps 6, 10 mins walk to the beach [](https://www.expedia.ca/Filey-Hotels-Dog-Family-Friendly-2-Bedroom-Sleeps-6.h118306067.Hotel-Information) Primrose Valley 9.0/10 Wonderful (2 reviews) "It was great - thanks" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Dawn H. CA $201 CA $371 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Filey-Hotels-Dog-Family-Friendly-2-Bedroom-Sleeps-6.h118306067.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/104000000/103890000/103887400/103887329/c3605848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/104000000/103890000/103887400/103887329/59b49440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103890000/103887400/103887329/7ac18fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/104000000/103890000/103887400/103887329/w1191h790x5y5-58ac9d39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Pheasant Hotel [](https://www.expedia.ca/York-Hotels-The-Pheasant-Hotel.h103887329.Hotel-Information) York 9.8/10 Exceptional (37 reviews) "Very relaxing and loved the real fires" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Y CA $302 CA $363 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/York-Hotels-The-Pheasant-Hotel.h103887329.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/97000000/96270000/96263700/96263624/4e759847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96270000/96263700/96263624/014a3a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96270000/96263700/96263624/a6ef4be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96270000/96263700/96263624/2ac485aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Ground Floor Coastal Apartment - Sleeping 4 in 1 Bedroom - Pool and Beach Access Included. [](https://www.expedia.ca/Filey-Hotels-Casa-Crusoe-An-Apartment-That-Sleeps-4-Guests-In-1-Bedroom.h96263624.Hotel-Information) Central Near the Meadows 9.4/10 Exceptional (18 reviews) "Our stay at the the bay was just what we needed,the apartment had every that we could possibly need and more welcome package was much appreciated, weather was lovely walk was good. The pub on site bit pricey but really nice to sit out. Would defiantly recommend and would book again for same apartment." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) David B. CA $413 CA $413 total includes taxes & fees Jan 14 - Jan 15 [](https://www.expedia.ca/Filey-Hotels-Casa-Crusoe-An-Apartment-That-Sleeps-4-Guests-In-1-Bedroom.h96263624.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.ca/Hotel-Search?startDate=2026-01-27&endDate=2026-01-28®ionId=5657&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Pickering Hotel Reviews ![The Royal Hotel](https://images.trvl-media.com/lodging/3000000/2410000/2403400/2403303/37cb4ce3_y.jpg) ### The Royal Hotel 10/10 Excellent "Great stay again.." [](https://expedia.ca/Scarborough-Hotels-The-Royal-Hotel.h2403303.Hotel-Information) ![Britannia Grand Hotel Scarborough](https://images.trvl-media.com/lodging/2000000/1210000/1201500/1201481/46837027_y.jpg) ### Britannia Grand Hotel Scarborough 10/10 Excellent "I've stayed in many of the Britannias around the UK. IF you can get a room relatively cheaply and don't expect too much, you can have an excellent stay. At The Grand you get an unbelievably beautiful buil" [](https://expedia.ca/Scarborough-Hotels-Britannia-Grand-Hotel-Scarborough.h1201481.Hotel-Information) ![Leonardo Hotel Middlesbrough](https://images.trvl-media.com/lodging/1000000/550000/544600/544541/745f04cf_y.jpg) ### Leonardo Hotel Middlesbrough 10/10 Excellent "Friendliest and nicest hotel in Boro. Convenient for town, station and The Riverside stadium. " [](https://expedia.ca/Middlesbrough-Hotels-Jurys-Inn-Middlesbrough.h544541.Hotel-Information) ![Saltmoore](https://images.trvl-media.com/lodging/5000000/4280000/4276900/4276816/fbec7b0c_y.jpg) ### Saltmoore 10/10 Excellent "Lovely modern hotel, fab food" [](https://expedia.ca/Whitby-Hotels-Raithwaite-Sandsend.h4276816.Hotel-Information) ![Gisborough Hall](https://images.trvl-media.com/lodging/1000000/900000/891700/891611/df874c30_y.jpg) ### Gisborough Hall 10/10 Excellent "Great staff and a beautiful place to stay " [](https://expedia.ca/Guisborough-Hotels-Gisborough-Hall.h891611.Hotel-Information) ![Crown Spa Hotel Scarborough by Compass Hospitality](https://images.trvl-media.com/lodging/2000000/1640000/1636500/1636480/ba67f532_y.jpg) ### Crown Spa Hotel Scarborough by Compass Hospitality 10/10 Excellent "Great location overlooking the sea, staff in the hotel were great" [](https://expedia.ca/Scarborough-Hotels-Crown-Spa-Hotel-Scarborough-By-Compass-Hospitality.h1636480.Hotel-Information) ## Frequently asked questions ### What are the best hotels in Pickering with outdoor pools? > In addition to the delightful pool, this hotel offers a range of complimentary amenities including free cooked breakfast, WiFi, and toiletries, ensuring a convenient stay for all travellers. ### How much does a hotel with outdoor pool in Pickering cost? ### What are some of the best Pickering hotels with outdoor pools and scenic views? > In addition to the pool, High Dalby House offers complimentary cooked breakfast and free WiFi, ensuring a convenient and enjoyable stay for all travellers. With a remarkable review rating of 9.6, it's clear that visitors appreciate the quality and comfort this hotel provides, making it a fantastic choice for those exploring the beautiful surroundings of Pickering. ### Are there hotels with outdoor pools that are close to North York Moors National Park? > This delightful retreat also treats travellers to a complimentary cooked breakfast, ensuring everyone starts their day with energy before exploring the stunning landscapes nearby. Additionally, the hotel offers free WiFi and self-parking, making it a convenient choice for families. ### Is it cheaper to book flights and a hotel in Pickering as a package? ### How can I save on a hotel in Pickering with Expedia? ### Can I cancel my hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Appleton-Le-Moors Hotels ](https://www.expedia.ca/Appleton-Le-Moors-Hotels.d6337533.Travel-Guide-Hotels) - [Hotels near Beck Isle Museum ](https://www.expedia.ca/Beck-Isle-Museum-Hotels.0-l553248621532494341-0.Travel-Guide-Filter-Hotels) - [Brompton Hotels ](https://www.expedia.ca/Brompton-Hotels.d553248635149830984.Travel-Guide-Hotels) - [Broxa Hotels ](https://www.expedia.ca/Broxa-Hotels.d6333035.Travel-Guide-Hotels) - [Hotels near Castle Howard ](https://www.expedia.ca/Castle-Howard-Hotels.0-l6079217-0.Travel-Guide-Filter-Hotels) - [Cropton Hotels ](https://www.expedia.ca/Cropton-Hotels.d6346529.Travel-Guide-Hotels) - 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