Title: Book the Best South Shore LUXURY Hotels - Upscale Hotels in South Shore, Pittsburgh | 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)[South Shore Car Rentals](https://expedia.ca/Car-Rentals-In-South-Shore.d553248634333002587.Car-Rental-Guide)[South Shore Vacations](https://expedia.ca/South-Shore.d553248634333002587.Destination-Travel-Guides) ![South Shore featuring a city and a river or creek](https://images.trvl-media.com/place/553248634333002587/2b17da6a-c3b2-4aff-ac99-a74d1fd9f910.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Luxury Hotels in South Shore, Pittsburgh - ![](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 Shore Luxury Hotels Tonight [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=553248634333002587&startDate=2025-12-10&endDate=2025-12-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=553248634333002587&startDate=2025-12-11&endDate=2025-12-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248634333002587&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634333002587&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for South Shore luxury hotels ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/eec6027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/f76e4b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/cd0b7628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) Downtown Pittsburgh 8.2/10 Very good (1035) "Great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $164 CA $187 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/7bfc4a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/a4f9b262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/d16797fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/w4000h2665x0y2-dfe4b7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaklander Hotel, Autograph Collection [](https://www.expedia.ca/Pittsburgh-Hotels-The-Oaklander-Hotel.h28852483.Hotel-Information) Oakland 9.2/10 Wonderful (719) "Great Stay Overall, would recommend for anyone who is visiting Pittsburgh… " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peris J CA $259 CA $296 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Oaklander-Hotel.h28852483.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/4e887670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/e06dafbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/ac59916e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton [](https://www.expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) Downtown Pittsburgh 8.4/10 Very good (1403) "clean and comfortable!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter CA $146 CA $170 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/f4a5327c.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 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) Downtown Pittsburgh 9.4/10 Exceptional (1266) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $213 CA $243 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/0579f884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/499ab787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/0ca4f109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/a7a9953b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EVEN Hotel Pittsburgh Downtown by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown.h23356627.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (1137) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawson CA $146 CA $167 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown.h23356627.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/w2227h2817x0y3-6caf03aa.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) ![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 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Downtown Pittsburgh 9.0/10 Wonderful (1814) "Great location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOHN CA $214 CA $244 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/6d3246bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/98e3a2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed (Fifth Avenue House)](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/17d03475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/2df82a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansions on Fifth Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) Shadyside 8.8/10 Excellent (1001) "Hotel was easy to locate, very friendly staff, and comfortable, quiet accomodations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.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) ![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/1000000/20000/14300/14295/0b0754bd.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 $234 CA $267 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/4000000/3060000/3056400/3056317/801aa0d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/bd77b326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/aa8a56e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/46a5fc52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Pittsburgh [](https://www.expedia.ca/Pittsburgh-Hotels-Fairmont-Pittsburgh.h3056317.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (1000) "Staff and location of the hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynne CA $289 CA $330 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Fairmont-Pittsburgh.h3056317.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/3e714ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/72768851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Braeburn Suite](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/512b3138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Braeburn Suite](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/3fd03807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on Negley [](https://www.expedia.ca/Pittsburgh-Hotels-The-Inn-On-Negley.h1154383.Hotel-Information) Shadyside 10/10 Exceptional (200) "Lovely stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan CA $309 CA $353 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Inn-On-Negley.h1154383.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=2025-12-25&endDate=2025-12-26®ionId=553248634333002587&adults=2&sort=LUXURY&star=50&openPlayBack=true) ## Top South Shore 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 "Wonderful staff and accommodations..great location especially if you plan on attending something at PPG arena" [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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 "Room was immaculately cleaned. Staff was friendly and helpful. " [](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 "Every detail was amazing " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.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 "Friendly staff, beautiful clean rooms " [](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 "Great staff! Room was nice. The bars nice. Very Walkable to area restaurants & Market Square. Valet service was fast. " [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "Older property but well kept with friendly staff." [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.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 "Nice room, great location and great staff" [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6_y.jpg) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown 10/10 Excellent "Yes" [](https://expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.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 "everything was awesome" [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.Hotel-Information) ## Frequently asked questions ### Are you looking for a luxury hotel for your South Shore vacation? ### What's there to see and do in South Shore? ### How can I get around South Shore? ## Explore a world of travel with Expedia - 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