Title: Book the Best HISTORIC Hotels in South Side in 2026 | 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) ![South Side Flats showing a garden](https://images.trvl-media.com/place/6343589/4aa9fc8d-6a54-47bc-ab37-20ca38b4643c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in South Side, PA from CA $179 - ![](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 [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-17&endDate=2025-12-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side historic hotels ![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 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Downtown Pittsburgh 9.0/10 Wonderful (1832) "The staff were friendly and the decorations were lovely. Great room and location, will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Saundra CA $213 CA $243 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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) ![Premium bedding, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/20aec4f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/862fa148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Drury Plaza Hotel Pittsburgh Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) Downtown Pittsburgh 9.4/10 Exceptional (2144) "Great hotel, super friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacques CA $164 CA $187 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/5c026a54.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1670000/1668500/1668434/1c743c1f.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 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-Suites-Pittsburgh-Downtown.h1668434.Hotel-Information) Downtown Pittsburgh 9.4/10 Exceptional (1303) "room was spotless desk was really nice and gave us info on things going on downtown was big help! Everything from hotel is with in walking distance! Only less than half mile to The strip and Market square downtown!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john CA $157 CA $179 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-Suites-Pittsburgh-Downtown.h1668434.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) ![Suite, 1 King Bed, Non Smoking (One-Bedroom Suite)](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/e5119a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Grand Pittsburgh Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) Downtown Pittsburgh 8.2/10 Very good (3269) "Clean room, staff was friendly, perfect location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $189 CA $216 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/590000/581100/581071/389f6f29.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) ![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) ### Renaissance Pittsburgh Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Renaissance-Pittsburgh-Hotel.h581071.Hotel-Information) Downtown Pittsburgh 9.0/10 Wonderful (1005) "Staff was exceptional ! Friendly, professional and helpful! Nice little bar and food and close to theaters and good restaurants! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandy CA $232 CA $265 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Renaissance-Pittsburgh-Hotel.h581071.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/59000000/59000000/58991300/58991282/91f4e071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/59000000/59000000/58991300/58991282/0c6108dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Abode Pittsburgh - Downtown Convention Center [](https://www.expedia.ca/Pittsburgh-Hotels-Abode-The-Pennsylvanian-1-Bedroom-Suite.h58991282.Hotel-Information) Downtown Pittsburgh 7.6/10 Good (87) "Good location, clean place. Was affordable. Perfect for our guys weekend, with the 3 of us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $64 CA $213 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Abode-The-Pennsylvanian-1-Bedroom-Suite.h58991282.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/13000000/12440000/12435100/12435017/9b10f4ce.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) ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/52305043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Pittsburgh Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) Downtown Pittsburgh 9.2/10 Wonderful (1472) "Loved the breakfast and location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee CA $179 CA $204 total includes taxes & fees Dec 21 - Dec 22 [](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) ![Lobby](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) ![Room, 1 King Bed, Corner](https://images.trvl-media.com/lodging/28000000/27050000/27042200/27042182/9ecef224.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AC Hotel Pittsburgh Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-AC-Hotel-Pittsburgh-Downtown.h27042182.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (638) "Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michaela CA $166 CA $190 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Pittsburgh-Hotels-AC-Hotel-Pittsburgh-Downtown.h27042182.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 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) Downtown Pittsburgh 8.6/10 Excellent (1001) "Large, comfortable hotel that is conveniently located downtown and next door to the convention center." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raman CA $221 CA $252 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114320000/114312800/114312743/0729901f.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) ![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) ### Placemakr Downtown Pittsburgh at The Pennsylvanian [](https://www.expedia.ca/Pittsburgh-Hotels-Placemakr-Downtown-Pittsburgh.h114312743.Hotel-Information) Downtown Pittsburgh 8.0/10 Very good (46) "I had a wonderful stay, very quiet and clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie CA $183 CA $209 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Pittsburgh-Hotels-Placemakr-Downtown-Pittsburgh.h114312743.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=2026-01-01&endDate=2026-01-02®ionId=6343590&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Very nice place to stay!" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "Super cool hotel with friendly staff. They served hot cocoa on check in, and have a cocktail hour from 5 - 6 pm complimentary. There is also coffee service in the morning complementary. We loved it. " [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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 "Wonderful staff, clean room and amenities are great" [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Hyatt House Pittsburgh/Bloomfield/Shadyside](https://images.trvl-media.com/lodging/10000000/9710000/9708000/9707925/f987c707_y.jpg) ### Hyatt House Pittsburgh/Bloomfield/Shadyside 10/10 Excellent "Always a great stay, great staff." [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.Hotel-Information) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "Amazing, as always!!" [](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 "The perfect hotel when visiting Pittsburgh! " [](https://expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Downtown.h9378026.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 "Yes!" [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b_y.jpg) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG 10/10 Excellent "Very convenient location " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![SpringHill Suites by Marriott Pittsburgh Southside Works](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/fdeac566_y.jpg) ### SpringHill Suites by Marriott Pittsburgh Southside Works 10/10 Excellent "Lady at the front desk was amazing. Breakfast was great. Great location. The room was clean and spacious. If needed, I will stay here again!" 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