Title: 5 Stars Hotels in Oakland, Pittsburgh from CA $148 - Find Cheap Oakland Hotels With 5 Stars | Expedia.ca [Oakland Travel Guide](https://expedia.ca/Pittsburgh-Oakland.dx183908)[Vacation Rentals in Pittsburgh](https://expedia.ca/Pittsburgh-Vacation-Rentals.d601717.Travel-Guide-VacationRentals)[Flights to Pittsburgh](https://expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d183908.Car-Rental-Guide)[Oakland Vacations](https://expedia.ca/Oakland.d183908.Destination-Travel-Guides) ![Oakland](https://images.trvl-media.com/place/183908/79573101-5ddd-46bc-9e86-fd4fc80b46aa.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Oakland, Pittsburgh from CA $148 - ![](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 Oakland 5 Star Hotels Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-12-14&endDate=2025-12-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-12-15&endDate=2025-12-16&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-12-19&endDate=2025-12-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-12-26&endDate=2025-12-28&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland 5-star hotels ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/ca230392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/3eb03649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/eb230be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/32cf3200.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Elliott Hotel at Highland Park [](https://www.expedia.ca/Pittsburgh-Hotels-The-Elliott-Hotel-At-Highland-Park.h96532268.Hotel-Information) Highland Park 4.0/10 (20) "Beautiful vintage property that has been updated and close to everything but still very quiet and private! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna [](https://www.expedia.ca/Pittsburgh-Hotels-The-Elliott-Hotel-At-Highland-Park.h96532268.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-Oakland-Pittsburgh-Hotels.s50-n183908-0.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Oakland-Pittsburgh-Hotels.s50-n183908-0.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 Oakland. ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Pittsburgh - Green Tree 500 Mansfield Avenue Pittsburgh PA CA $130 CA $148 total Dec 21 - Dec 22 includes taxes & fees 8.2/10 Very Good! (1,004 reviews) [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Omni William Penn Hotel 530 William Penn Place Pittsburgh PA CA $214 CA $244 total Dec 21 - Dec 22 includes taxes & fees 9/10 Wonderful! (1,817 reviews) [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown One Bigelow Square Pittsburgh PA CA $164 CA $187 total Dec 22 - Dec 23 includes taxes & fees 8.2/10 Very Good! (1,036 reviews) [](https://expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) Still don't see what you're looking for? [See all properties in Oakland.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=183908&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=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=183908&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=183908&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=183908&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=183908&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F12%2F2025&endDate=17%2F12%2F2025®ionId=183908&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. ## Top Oakland Hotel Reviews ## Find out more about Oakland ## Five Star Hotels in Oakland 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 Oakland 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 Oakland and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Oakland 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 Oakland The results are in, and Oakland 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 Oakland! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Oakland today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### What are the best 5-star hotels in Oakland? ### How much does it cost to stay in a 5-star hotel in Oakland? > - Search for the lowest price per night from CA $148 ### What makes a hotel 5 stars in Oakland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Central Northside ](https://www.expedia.ca/2Star-Central-Northside-Pittsburgh-Hotels.s20-n553248635976473742-0.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Liberty ](https://www.expedia.ca/2Star-Liberty-Hotels.s20-0-d553248634998874863.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Downtown Pittsburgh ](https://www.expedia.ca/3Star-Downtown-Pittsburgh-Pittsburgh-Hotels.s30-n6057662-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Northview Heights ](https://www.expedia.ca/3Star-Northview-Heights-Pittsburgh-Hotels.s30-n804088636624605184-0.Travel-Guide-Filter-Hotels) - 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