Title: Book the Best HISTORIC Hotels in Oakland in 2026 | 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) ![Oakland showing an administrative buidling, heritage architecture and signage](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/183908/443b7585-02de-4d96-b9dc-a7bbd20b134f.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 Oakland Historic Hotels Tonight [Jan 21 - Jan 22](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-21&endDate=2026-01-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 22 - Jan 23](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-22&endDate=2026-01-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-23&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland historic hotels ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/2eeadb12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/59c89368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/w2227h2817x0y3-6caf03aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni William Penn Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Downtown Pittsburgh 9.2/10 Wonderful (1,927 reviews) "Great historical hotel. Charme and wonderful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $220 CA $251 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/389f6f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/be7d1b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![37-inch LCD TV with cable channels, Smart TV, Netflix](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/78dd34ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/e272b510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Pittsburgh Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Renaissance-Pittsburgh-Hotel.h581071.Hotel-Information) Downtown Pittsburgh 9.0/10 Wonderful (1,003 reviews) "Staff was extremely helpful, rooms were impeccably clean and every staff member had a greeting with a smile. This has become my go to hotel in Pittsburgh." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark CA $265 CA $302 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Renaissance-Pittsburgh-Hotel.h581071.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74740000/74738500/74738428/d529037c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/75000000/74740000/74738500/74738428/3c7fef58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/75000000/74740000/74738500/74738428/3a856918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74740000/74738500/74738428/43c9bf5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern All-New, Near Downtown, Private Parking - walking to Children Hospital [](https://www.expedia.ca/Pittsburgh-Hotels-Modern-All-New-3-Bedroom-35-Bath-Private-Parking-Walking-To-Children-Hospital.h74738428.Hotel-Information) Garfield 10/10 Exceptional (57 reviews) "Parking was great. Open living room/dining room and kitchen was perfect. Bedrooms were great as well as bathrooms. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George L. CA $183 CA $523 total includes taxes & fees Jan 24 - Jan 25 [](https://www.expedia.ca/Pittsburgh-Hotels-Modern-All-New-3-Bedroom-35-Bath-Private-Parking-Walking-To-Children-Hospital.h74738428.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=2026-02-04&endDate=2026-02-05®ionId=183908&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "We liked the historic, comfortable hotel. The location was great, with many things we wanted to see within walking distance. The staff was professional and courteous. The hotel amenities were terrific. " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Hilton Garden Inn Pittsburgh Downtown](https://images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/c02cf3a6_y.jpg) ### Hilton Garden Inn Pittsburgh Downtown 10/10 Excellent "Yes" [](https://expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Downtown.h9378026.Hotel-Information) ![Pittsburgh Marriott City Center](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg) ### Pittsburgh Marriott City Center 10/10 Excellent "The staff member who checked me in was so sweet and helpful! " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg) ### Courtyard by Marriott Pittsburgh University Center 10/10 Excellent "Excellent " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "Everything was great. Room, valet parking, check-in, breakfast were all great." [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Highly Recommended! I had a great stay at this hotel. The room was clean, comfortable, and well maintained. The staff was friendly and professional. The location was convenient and close to everything I needed. I would definitely stay here again and recommend it to anyone looking for a comfortable and enjoyable stay." [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "We had a great time shopping and visiting the local sports bars. The room was nice." [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "Clean, beds and pillows amazingly comfortable!!!" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Kimpton Hotel Monaco Pittsburgh by IHG](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg) ### Kimpton Hotel Monaco Pittsburgh by IHG 10/10 Excellent "Great hotel. Loved the happy hour they provided." [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Oakland? ### How many historical hotels are located in Oakland? ### What are the must-see historical sites and other places to visit in Oakland? ### What is a historic hotel like in Oakland? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Oakland have modern facilities? ## 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) - 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