Title: Book the Best Shadyside Hotels with FREE PARKING in 2025 | Expedia.ca [Shadyside Travel Guide](https://expedia.ca/Pittsburgh-Shadyside.dx6156339)[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)[Shadyside Car Rentals](https://expedia.ca/Car-Rentals-In-Shadyside.d6156339.Car-Rental-Guide)[Shadyside Vacations](https://expedia.ca/Shadyside.d6156339.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/c39807358559baee6b6d0f04b71891a6.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Hayley Gallagher # Find Hotels with Free Parking in Shadyside, PA from CA $151 ![](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 Shadyside Hotels with Free Parking Tonight [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-10-29&endDate=2025-10-30&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6156339&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=FREE_PARKING&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shadyside Hotels with Free Parking ![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/ad7a3ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/34eafc41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/6dac0c0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19910000/19901600/19901526/8b41fcf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Pittsburgh University-Oakland by IHG Oakland 8.6/10 Excellent (1000) "Great place to stay in Pittsburgh!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dawn CA $155 CA $176 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Hotel-Indigo-Pittsburgh-University-Oakland.h19901526.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6.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) ![Ballroom](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/f76e4b47.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) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown Downtown Pittsburgh 8.2/10 Very good (1031) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carol CA $144 CA $164 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/ccc4052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/bad925e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/d21cf974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pittsburgh Marriott City Center Downtown Pittsburgh 8.0/10 Very good (1007) "The room was very clean, and the staff was all nice and welcoming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) melissa CA $155 CA $177 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.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) ![Hallway](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/ee73444e.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) ### Mansions on Fifth Hotel Shadyside 8.8/10 Excellent (1004) "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 CA $250 CA $285 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.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) ![Braeburn Suite](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/512b3138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/09626478.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 Shadyside 10/10 Exceptional (200) "Lovely stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joan CA $308 CA $352 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Inn-On-Negley.h1154383.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) ![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) ![Restaurant](https://images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/c02cf3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/30646c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/3bb5170c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking, Corner](https://images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/97520bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Pittsburgh Downtown Downtown Pittsburgh 9.0/10 Wonderful (1124) "Great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad CA $170 CA $194 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Downtown.h9378026.Hotel-Information) ![Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/dde48ad1.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/34000000/33230000/33229300/33229225/e307954b.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/34000000/33230000/33229300/33229225/1bc46bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/2c0855eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TRYP by Wyndham Pittsburgh/Lawrenceville Lawrenceville 8.6/10 Excellent (988) "Hotel has a very cool atmosphere with friendly staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Braden CA $133 CA $151 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.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) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/71b0667d.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) ![Interior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/f4a5327c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Hotel Monaco Pittsburgh by IHG Downtown Pittsburgh 9.4/10 Exceptional (1258) "Loved how the property was decorated. Staff was very friendly. Loved the restaurants close by too." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julia CA $248 CA $283 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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) ![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) ![Indoor wedding](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/aa8a56e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/07abcae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairmont Pittsburgh Downtown Pittsburgh 8.8/10 Excellent (1006) "Gorgeous hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan CA $313 CA $357 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Fairmont-Pittsburgh.h3056317.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=6156339&adults=2&amenities=FREE_PARKING&sort=RECOMMENDED&openPlayBack=true) ## Top Shadyside Hotel Reviews ![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) ![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) ![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) ![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 "The staff were very courteous. The room was spacious and clean." [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![La Quinta Inn by Wyndham Pittsburgh Airport](//images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "Airport shuttle service is fantastic!" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![Wyndham Garden Pittsburgh Airport](//images.trvl-media.com/lodging/1000000/10000/7500/7420/cdd12281_y.jpg) ### Wyndham Garden Pittsburgh Airport 10/10 Excellent "That was so nice" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Garden-Pittsburgh-Airport.h7420.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [4 Star Hotels in Oakland](https://www.expedia.ca/4Star-Oakland-Pittsburgh-Hotels.s40-n183908-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in East Liberty](https://www.expedia.ca/5Star-East-Liberty-Pittsburgh-Hotels.s50-n6343585-0.Travel-Guide-Filter-Hotels) - [Hotels near Bakery Square](https://www.expedia.ca/Bakery-Square-Hotels.0-l553248633862330379-0.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) - 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[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) - [Hotels near Walnut Street](https://www.expedia.ca/Walnut-Street-Hotels.0-l553248633862333415-0.Travel-Guide-Filter-Hotels) - [Flights to Pittsburgh](https://www.expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.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) - 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