Title: 5 Stars Hotels in Oakland, Pittsburgh from CA $150 - 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473848-Oakland-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Oakland, Pittsburgh from CA $150 ![](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 [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-29&endDate=2025-10-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-30&endDate=2025-10-31&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-31&endDate=2025-11-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-11-07&endDate=2025-11-09&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland 5 Star Hotels ![Luxury Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/fd9c8c92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/9a4423f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment | Terrace/patio](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/daa0c586.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Apartment](https://images.trvl-media.com/lodging/97000000/96540000/96532300/96532268/02f45549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Elliott Hotel at Highland Park 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 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 $144 CA $164 total Nov 24 - Nov 25 includes taxes & fees 8.2/10 Very Good! (1,027 reviews) [](https://expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) ![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 $132 CA $150 total Nov 23 - Nov 24 includes taxes & fees 8/10 Very Good! (1,006 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 $233 CA $266 total Nov 12 - Nov 13 includes taxes & fees 9/10 Wonderful! (1,737 reviews) [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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=30%2F10%2F2025&endDate=31%2F10%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=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=183908&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=183908&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=183908&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%2F2025®ionId=183908&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F10%2F2025&endDate=31%2F10%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? > [The Elliott Hotel At Highland Park](https://www.expedia.ca/Pittsburgh-Hotels-The-Elliott-Hotel-At-Highland-Park.h96532268.Hotel-Information) is a highly rated option around the Pittsburgh neighbourhood of Oakland according to customer reviews. From its best-in-class services to its premium amenities, this 5-star hotel promises a comfortable and luxurious stay. ### How much does it cost to stay in a 5-star hotel in Oakland? > How much you pay for a 5-star hotel in Oakland depends on factors such as when you want to go and the length of your vacation. Our insider tip for scoring an awesome deal? Use our pricing filters to check out all of the available options for your chosen dates. > > > > - Search for the lowest price per night from CA $150 ### What makes a hotel 5 stars in Oakland? > Exemplary guest service is the defining feature of every 5-star hotel in Oakland. From the instant you arrive, staff attend to your every whim, whether recommending activities and tours or providing a turn-down service. Also, hotels have to feature upscale conveniences to be entitled to a 5-star rating. 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[Carnegie Mellon University](https://www.expedia.ca/Carnegie-Mellon-University-Squirrel-Hill.d6090503.Vacation-Attraction) - [Carnegie Museum of Art](https://www.expedia.ca/Carnegie-Museum-Of-Art-Oakland.d6078685.Vacation-Attraction) - [Carnegie Museum of Natural History](https://www.expedia.ca/Carnegie-Museum-Of-Natural-History-Oakland.d6078701.Vacation-Attraction) - [Cathedral of Learning](https://www.expedia.ca/Cathedral-Of-Learning-Oakland.d6269525.Vacation-Attraction) - [Phipps Conservatory](https://www.expedia.ca/Phipps-Conservatory-Central-Oakland.d6078683.Vacation-Attraction) - [Visit Bluff](https://www.expedia.ca/Pittsburgh-Bluff.dx553248634333003951) - [Visit Middle Hill](https://www.expedia.ca/Pittsburgh-Middle-Hill.dx553248635976477076) - [Visit Shadyside](https://www.expedia.ca/Pittsburgh-Shadyside.dx6156339) - [Visit Strip District](https://www.expedia.ca/Pittsburgh-Strip-District.dx6343592) - [Visit Terrace Village](https://www.expedia.ca/Pittsburgh-Terrace-Village.dx804080730279682048) - [Visit Upper Hill](https://www.expedia.ca/Pittsburgh-Upper-Hill.dx804080657100279808) - [Visit Pittsburgh](https://www.expedia.ca/Pittsburgh.dx601717) - [Schenley Park](https://www.expedia.ca/Schenley-Park-Squirrel-Hill-South.d6078717.Vacation-Attraction) - [Upmc Shadyside](https://www.expedia.ca/UPMC-Shadyside-Shadyside.d6269693.Vacation-Attraction) - [University of Pittsburgh](https://www.expedia.ca/University-Of-Pittsburgh-Oakland.d6090505.Vacation-Attraction) - [Car rentals near Carnegie Mellon University](https://www.expedia.ca/Car-Rentals-In-Carnegie-Mellon-University.d6090503.Car-Rental-Guide) - [Car rentals near Shadyside](https://www.expedia.ca/Car-Rentals-In-Shadyside.d6156339.Car-Rental-Guide) - [Hertz Rental Cars in Shadyside](https://www.expedia.ca/Hertz-Car-Rentals-In-Shadyside.d6156339-c40.Car-Rental-Guide-Suppliers) - [Things to do in Pittsburgh](https://www.expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities) - [Book Hotels in Oakland on Expedia.com](https://www.expedia.com/5Star-Oakland-Pittsburgh-Hotels.s50-n183908-0.Travel-Guide-Filter-Hotels)