Title: Book the Best BOUTIQUE Hotels in Oakland in 2025 | Expedia.ca [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/res70/473000/473846-Oakland-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Boutique Hotels in Oakland, PA from CA $276 ![](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 Boutique Hotels Tonight [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-15&endDate=2025-10-16&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 16 - Oct 17](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-16&endDate=2025-10-17&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-17&endDate=2025-10-19&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-24&endDate=2025-10-26&adults=2&propertyStyle=BOUTIQUE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Boutique Hotels ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/f4a5327c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/6d4ea109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed (Emperor)](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/32e0eed9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Hotel Monaco Pittsburgh by IHG Downtown Pittsburgh 9.4/10 Exceptional (1243) "Great hotel. " CA $242 CA $276 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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=2025-10-29&endDate=2025-10-30®ionId=183908&adults=2&specialized_stays_group_explore=boutique_property&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ![Omni William Penn Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "Yes, we had an awesome time " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](//images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "Clean room, very cozy! " [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ## Frequently asked questions ### What's there to see and do in Oakland? > The shopping, cathedral, and sporting events are just some of the things to enjoy while you're in the area. Major sights and activities around Oakland include PPG Paints Arena, PNC Park, and Acrisure Stadium. You might also like to explore more of the area and take in additional sights like Petersen Events Center, Carnegie Museum of Natural History, and Carnegie Museum of Art while you're here. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Hotels near Acrisure Stadium](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bloomfield](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Cheap-Hotels.0-n6346456-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Bloomfield](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Hotels-With-Kitchenettes.0-n6346456-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bloomfield](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Luxury-Hotel.0-n6346456-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Bloomfield](https://www.expedia.ca/Bloomfield-Pittsburgh-Hotels-Shopping-Hotel.0-n6346456-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - 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