Title: Book the Best HISTORIC 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 Historic Hotels in Oakland, PA from CA $163 ![](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 [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=183908&startDate=2025-10-29&endDate=2025-10-30&adults=2&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&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&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&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Historic Hotels ![Dining](https://images.trvl-media.com/lodging/25000000/24040000/24039600/24039579/cbc59fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24040000/24039600/24039579/6b6791f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24040000/24039600/24039579/25698b72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, Netflix, streaming services, offices](https://images.trvl-media.com/lodging/25000000/24040000/24039600/24039579/e86c6544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 3BR Home with Cozy Front & Back Porches! Munhall 9.4/10 Exceptional (28) "Clean property, easy access to The Waterfront. The Host was very responsive and helpful. 10/10 would recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip M. CA $144 CA $311 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsburgh-Hotels-Beautiful-3BR-Home-With-Cozy-Front-Back-Porches.h24039579.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74740000/74738500/74738428/0f1b9869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/75000000/74740000/74738500/74738428/3a856918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern All-New, Near Downtown, Private Parking - walking to Children Hospital Garfield 10/10 Exceptional (56) "Close to hospital and restaurants. I very nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) MaryAnne L. CA $184 CA $494 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Pittsburgh-Hotels-Modern-All-New-3-Bedroom-35-Bath-Private-Parking-Walking-To-Children-Hospital.h74738428.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/5f06b9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, iron/ironing board](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/20aec4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/d4b2262e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel Pittsburgh Downtown Downtown Pittsburgh 9.6/10 Exceptional (2087) "The staff is excellent, clean and comfortable rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $155 CA $176 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/96b7ccf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/208098d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/w3839h2506x0y12-4fe72711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/1c743c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Pittsburgh-Downtown Downtown Pittsburgh 9.4/10 Exceptional (1297) "Always try to stay at this property when in Pittsburgh. Excellent facilities, location and great Staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) michael CA $143 CA $163 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-Suites-Pittsburgh-Downtown.h1668434.Hotel-Information) ![Premium Deluxe Suite, 1 Bedroom, 2 Queen Beds | Living area](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/26288e76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/52305043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/9b10f4ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Pittsburgh Downtown Downtown Pittsburgh 9.2/10 Wonderful (1414) "Staff was very friendly and helpful and the rooms were clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dolores CA $201 CA $229 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27050000/27042200/27042182/c57d969c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/28000000/27050000/27042200/27042182/f8116c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Corner](https://images.trvl-media.com/lodging/28000000/27050000/27042200/27042182/6b2c5079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast served, Modern European cuisine](https://images.trvl-media.com/lodging/28000000/27050000/27042200/27042182/09d42e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel Pittsburgh Downtown Downtown Pittsburgh 8.8/10 Excellent (627) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michaela CA $181 CA $207 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-AC-Hotel-Pittsburgh-Downtown.h27042182.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/6b9a15fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni William Penn Hotel Downtown Pittsburgh 9.0/10 Wonderful (1739) "Great Stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $233 CA $266 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/c173f17f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/8644429c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/acad0b6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/62d6f503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Placemakr Downtown Pittsburgh at The Pennsylvanian Downtown Pittsburgh 7.8/10 Good (27) "Thank you Josh for helping us with our second reservation. The hotel is elegant with old school charm. The suites has washer/ dryers and full kitchen and very friendly to us bicyclists " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie CA $185 CA $211 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Pittsburgh-Hotels-Placemakr-Downtown-Pittsburgh.h114312743.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/0b0754bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/4b4eb0ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/18ddf67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Pittsburgh, a Marriott Hotel Downtown Pittsburgh 8.6/10 Excellent (1001) "It's an excellent hotel in an excellent locale." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $262 CA $299 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121730000/121727900/121727835/1a1b9e33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121730000/121727900/121727835/85fdd10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121730000/121727900/121727835/e7125e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/122000000/121730000/121727900/121727835/f76d90bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Apartment w/ Full Kitchen & Laundry | Iconic Union Station – Downtown Downtown Pittsburgh CA $180 CA $236 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Pittsburgh-Hotels-Stylish-Apartment-W-Full-Kitchen-Laundry-Iconic-Union-Station-Downtown.h121727835.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=2025-11-12&endDate=2025-11-13®ionId=183908&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ![Homewood Suites by Hilton Pittsburgh Downtown](//images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1_y.jpg) ### Homewood Suites by Hilton Pittsburgh Downtown 10/10 Excellent "Collette and the front desk was very professional and friendly!" [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ![Pittsburgh Marriott City Center](//images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg) ### Pittsburgh Marriott City Center 10/10 Excellent "Food was very good. Room clean staff was very helpful and friendly " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![Sheraton Pittsburgh Hotel at Station Square](//images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg) ### Sheraton Pittsburgh Hotel at Station Square 10/10 Excellent "Very ckean" [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](//images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Parking sucked super expensive " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "This was a perfect place for a Pittsburgh Steelers game. Super close (walking distance) for great restaurants, sightseeing and of course the game!" [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Courtyard by Marriott Pittsburgh University Center](//images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg) ### Courtyard by Marriott Pittsburgh University Center 10/10 Excellent "The room were very clean. " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](//images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "Room was clean and spacious, staff were all very friendly and couldn't do enough for us" [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3950/3a4a5e06_y.jpg) ### Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG 10/10 Excellent "Loved it all " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.Hotel-Information) ![Omni William Penn Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "Stayed here for one night when we went to the Sabrina Carpenter concert at PPG Paints Arena & it’s a great location, beautiful hotel, and it’s clean & safe. It also has the most comfortable beds (the pillows are AMAZING it felt like sleeping on actual clouds) out of any hotel I’ve ever been to. " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ## Frequently asked questions ### What should a history buff expect from a stay in Oakland? > During a trip in Oakland, historians and history enthusiasts alike will likely want to explore the cathedral. The college campus and top-notch restaurants are some of the places to visit while you're here. You can also discover the museums during your vacation in this family-friendly area. ### How many historical hotels are located in Oakland? > In Oakland, you'll find 60 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels. ### What are the must-see historical sites and other places to visit in Oakland? > Oakland is notable for its cathedral and landmarks like Cathedral of Learning and Heinz Memorial Chapel. Cultural venues include Carnegie Museum of Natural History, Carnegie Museum of Art, and Soldiers and Sailors Memorial Hall and Museum. Additionally, in the area you'll find PPG Paints Arena and PNC Park. ### What is a historic hotel like in Oakland? > Guests who choose a historic hotel can stay someplace that has an officially recognized national historic designation. A palace, castle, stately home or even a lodge, pub, or skyscraper can be identified as a historic hotel as long as it has special significance. Traditional architecture and period features are often found in the public spaces and guestrooms of these historic hotels in Oakland, giving a historical feel. ### What is the difference between a historic hotel and a heritage hotel? > "Heritage hotel" is a term often used in Asia and Europe, while "historic hotel" is more common in the U.S. but overall the terms are quite similar. The architecture and actual building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value and how it influenced the community. ### Do historic hotels in Oakland have modern facilities? > Hotels include modern conveniences and safety features you expect to find, but every effort is made to preserve the historic aspects and traditions. WiFi, heating and air conditioning, updated bathroom facilities, and the usual amenities found in a hotel will also be available in a historic hotel. 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[Winery Hotels in Pittsburgh](https://www.expedia.ca/Pittsburgh-Hotels-Winery-Hotel.0-0-d601717-tWineryHotel.Travel-Guide-Filter-Hotels) - [Pittsburgh Hotels](https://www.expedia.ca/Pittsburgh-Hotels.d601717.Travel-Guide-Hotels) - [Hotels near Pittsburgh Opera](https://www.expedia.ca/Pittsburgh-Opera-Hotels.0-l553248633935231925-0.Travel-Guide-Filter-Hotels) - [Polish Hill Hotels](https://www.expedia.ca/Polish-Hill-Pittsburgh-Hotels.0-n804079725765672960-0.Travel-Guide-Filter-Hotels) - [Hotels near Schenley Park](https://www.expedia.ca/Schenley-Park-Hotels.0-l6078717-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Shadyside](https://www.expedia.ca/Shadyside-Pittsburgh-Hotels-All-Inclusive-Hotel.0-n6156339-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Shadyside](https://www.expedia.ca/Shadyside-Pittsburgh-Hotels-Boutique-Hotel.0-n6156339-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Shadyside](https://www.expedia.ca/Shadyside-Pittsburgh-Hotels-Cheap-Hotels.0-n6156339-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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[Wyndham Hotels in Shadyside](https://www.expedia.ca/Shadyside-Pittsburgh-Hotels-Wyndham-Hotels.0-n6156339-0--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Shadyside Hotels](https://www.expedia.ca/Shadyside-Pittsburgh-Hotels.0-n6156339-0.Travel-Guide-Filter-Hotels) - [Hotels near Soldiers and Sailors Memorial Hall and Museum](https://www.expedia.ca/Soldiers-And-Sailors-Memorial-Hall-And-Museum-Hotels.0-l553248621532660398-0.Travel-Guide-Filter-Hotels) - [South Oakland Hotels](https://www.expedia.ca/South-Oakland-Pittsburgh-Hotels.0-n553248635976476772-0.Travel-Guide-Filter-Hotels) - [Hostels in South Side](https://www.expedia.ca/South-Side-Hostels.d6343590-aaHostels.Travel-Guide-Accommodation) - [Cheap Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Cheap-Hotels.0-0-d6343590-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in South Side](https://www.expedia.ca/South-Side-Hotels-Couples-Resorts-Hotels.0-0-d6343590-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Fairmont Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Fairmont.0-0-d6343590--bFairmont.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in South Side](https://www.expedia.ca/South-Side-Hotels-Hotel-With-Pool.0-0-d6343590-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Balconies.0-0-d6343590-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Free-Breakfast.0-0-d6343590-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Free-Parking.0-0-d6343590-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Kitchenettes.0-0-d6343590-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in South Side](https://www.expedia.ca/South-Side-Hotels-Hotels-With-Smoking-Rooms.0-0-d6343590-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Romantic Hotels in South Side](https://www.expedia.ca/South-Side-Hotels-Romantic-Hotel.0-0-d6343590-tRomanticHotel.Travel-Guide-Filter-Hotels) - [South Side Hotels](https://www.expedia.ca/South-Side-Hotels.d6343590.Travel-Guide-Hotels) - [Motels in South Side](https://www.expedia.ca/South-Side-Motels.d6343590-aaMotels.Travel-Guide-Accommodation) - [Adults Only Resorts & in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Adults-Only-Resorts.0-n6343592-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-All-Inclusive-Hotel.0-n6343592-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Cheap-Hotels.0-n6343592-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Family-Hotel.0-n6343592-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Hotels-With-Free-Airport-Shuttle.0-n6343592-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Hotels-With-Waterslides.0-n6343592-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Oceanfront-Hotels.0-n6343592-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Strip District](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels-Spa-Hotel.0-n6343592-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Strip District Hotels](https://www.expedia.ca/Strip-District-Pittsburgh-Hotels.0-n6343592-0.Travel-Guide-Filter-Hotels) - [Terrace Village Hotels](https://www.expedia.ca/Terrace-Village-Pittsburgh-Hotels.0-n804080730279682048-0.Travel-Guide-Filter-Hotels) - [Hotels near The Terminal](https://www.expedia.ca/The-Terminal-Hotels.0-l804098731899719680-0.Travel-Guide-Filter-Hotels) - [Hotels near UPMC Shadyside](https://www.expedia.ca/UPMC-Shadyside-Hotels.0-l6269693-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh](https://www.expedia.ca/University-Of-Pittsburgh-Hotels.0-l6090505-0.Travel-Guide-Filter-Hotels) - [Hotels near University of Pittsburgh Medical Center](https://www.expedia.ca/University-Of-Pittsburgh-Medical-Center-Hotels.0-l6333442-0.Travel-Guide-Filter-Hotels) - [Flights to Pittsburgh](https://www.expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights) - [Flights to South Side](https://www.expedia.ca/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights) - [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) - [Visit South Side](https://www.expedia.ca/South-Side.dx6343590) - [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) - [Ace Australia Rental Cars in South Side](https://www.expedia.ca/ACE-Australia-Car-Rentals-In-South-Side.d6343590-c1104.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in South Side](https://www.expedia.ca/Avis-Car-Rentals-In-South-Side.d6343590-c41.Car-Rental-Guide-Suppliers) - [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) - [Easirent Rental Cars in South Side](https://www.expedia.ca/Easirent-Car-Rentals-In-South-Side.d6343590-c1039.Car-Rental-Guide-Suppliers) - [First-Car Rental Cars in South Side](https://www.expedia.ca/First-Car-Car-Rentals-In-South-Side.d6343590-c1019.Car-Rental-Guide-Suppliers) - [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) - [Things to do in South Side](https://www.expedia.ca/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities) - [Book Hotels in Oakland on Expedia.com](https://www.expedia.com/Oakland-Pittsburgh-Hotels-Historic-Hotel.0-n183908-0-tHistoricHotel.Travel-Guide-Filter-Hotels)