Title: Book the Best HISTORIC Hotels in South Side in 2025 | Expedia.ca [South Side Travel Guide](https://expedia.ca/South-Side.dx6343590)[Hotels in South Side](https://expedia.ca/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[Vacation Rentals in South Side](https://expedia.ca/South-Side-Vacation-Rentals.d6343590.Travel-Guide-VacationRentals)[Flights to South Side](https://expedia.ca/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[Things to do in South Side](https://expedia.ca/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities)[South Side Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side.d6343590.Car-Rental-Guide)[South Side Vacation Packages](https://expedia.ca/South-Side.d6343590.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473585-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in South Side, PA - ![](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 South Side Historic Hotels Tonight [Nov 1 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-01&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side Historic Hotels ![Property amenity](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f.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) ![Lobby](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/5f06b9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel Pittsburgh Downtown Downtown Pittsburgh 9.6/10 Exceptional (2095) "The staff is excellent, clean and comfortable rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George CA $156 CA $177 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/c684347a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/5ee535dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/500891cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Grand Pittsburgh Downtown Downtown Pittsburgh 8.2/10 Very good (3089) "Very convenient to the stadium & staff was very kind, helpful & pleasant. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary CA $147 CA $167 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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) ![Hiking](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/9ff8c760.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni William Penn Hotel Downtown Pittsburgh 9.0/10 Wonderful (1742) "Beautiful hotel - Clean and comfortable room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tish CA $234 CA $267 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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) ![Point of interest](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/adbecbcf.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) ### Hampton Inn & Suites Pittsburgh-Downtown Downtown Pittsburgh 9.4/10 Exceptional (1304) "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 $149 CA $170 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-Suites-Pittsburgh-Downtown.h1668434.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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/18ddf67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/516c0c84.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) ### The Westin Pittsburgh, a Marriott Hotel Downtown Pittsburgh 8.6/10 Excellent (1004) "Great location, and most people were v" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $251 CA $286 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.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) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/52305043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/d05de413.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) ### Homewood Suites by Hilton Pittsburgh Downtown Downtown Pittsburgh 9.2/10 Wonderful (1423) "Excellent property, close to Convention Center with lovely staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Tanya CA $206 CA $234 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.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) ![Interior](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/54a4e2a0.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 8.0/10 Very good (29) "The unit we stayed in was impeccable. Very beautifully decorated and comfy and homelike. Would definitely stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie CA $180 CA $206 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pittsburgh-Hotels-Placemakr-Downtown-Pittsburgh.h114312743.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/59000000/59000000/58991300/58991282/ce3d7055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/59000000/58991300/58991282/bb9b3a0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/59000000/58991300/58991282/2254bb53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/59000000/58991300/58991282/91f4e071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abode Pittsburgh - Downtown Convention Center Downtown Pittsburgh 7.6/10 Good (85) "Excellent communication. Apartment was neat and clean. 5 minutes from Duquesne campus." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $72 CA $224 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Pittsburgh-Hotels-Abode-The-Pennsylvanian-1-Bedroom-Suite.h58991282.Hotel-Information) ![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/e1a86d14.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) "Jenna is very good host and very responsive. Thanks for the great experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David K. CA $199 CA $382 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Pittsburgh-Hotels-Beautiful-3BR-Home-With-Cozy-Front-Back-Porches.h24039579.Hotel-Information) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/cc107db6.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) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/f0fc59c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/389f6f29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renaissance Pittsburgh Hotel Downtown Pittsburgh 9.0/10 Wonderful (1016) "Great location and accessible to the great eateries and stadiums in Pittsburgh" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $261 CA $297 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Renaissance-Pittsburgh-Hotel.h581071.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=2025-11-16&endDate=2025-11-17®ionId=6343590&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Hilton Garden Inn Pittsburgh Downtown](//images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/c02cf3a6_y.jpg) ### Hilton Garden Inn Pittsburgh Downtown 10/10 Excellent "Clean room. Pleasant staff. Ease of parking " [](https://expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Downtown.h9378026.Hotel-Information) ![DoubleTree by Hilton Pittsburgh - Green Tree](//images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "Loved staying here! The staff was super sweet and accommodating, and checking in and out was quick and easy. Great location especially if you’re spending time downtown. Absolutely the most comfortable bed i’ve ever slept in the pillows were amazingly soft the best sleep i’ve gotten in a while! Would 100% stay here again. " [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![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) ![Kimpton Hotel Monaco Pittsburgh by IHG](//images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg) ### Kimpton Hotel Monaco Pittsburgh by IHG 10/10 Excellent "Clean" [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Pittsburgh](https://www.expedia.ca/4Star-Pittsburgh-Hotels.s40-0-d601717.Travel-Guide-Filter-Hotels) - 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