Title: Book the Best South Side CASINO Hotels & Resorts 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) ![](https://images.trvl-media.com/place/6343589/4aa9fc8d-6a54-47bc-ab37-20ca38b4643c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Casino Hotels Tonight [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-06&endDate=2026-02-07&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 7 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-07&endDate=2026-02-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels with a casino ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/d2b157bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/97a5a683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/81ee4892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) South Side Flats 7.4/10 Good (1,008 reviews) "Clean rooms and great friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $97 CA $111 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/2be81e05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/009175df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/98479995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/16b36819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Way Quarters – Modern 2BR Near Carson Street [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Modern-2-Bedroom.h103409625.Hotel-Information) South Side Flats 9.0/10 Wonderful (9 reviews) "Great home in the heart of Southside Pittsburgh. Nice roomy location, extremely comfortable beds a quiet location, close to restaurants, shops and Southside Park. We’d definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michele E. CA $183 CA $329 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Modern-2-Bedroom.h103409625.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/f95f3387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/867e433e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/cbe1b34c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/2248d932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Birmingham Bridge Beauty Cozy Stay Near Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-Birmingham-Bridge-Beauty-Cozy-Stay-Near-Downtown.h119889856.Hotel-Information) South Side Flats CA $93 CA $204 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Pittsburgh-Hotels-Birmingham-Bridge-Beauty-Cozy-Stay-Near-Downtown.h119889856.Hotel-Information) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/67c310a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/dc95300f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/c2f76551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/8cc67d0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Industrial Chic Studio-Modern Comfort in the Burgh [](https://www.expedia.ca/Pittsburgh-Hotels-Trendy-Hip-South-Side-Studio-Walk-To-Downtown.h89777580.Hotel-Information) South Side Flats 9.6/10 Exceptional (5 reviews) "Great place to stay. Easy access to bridges which then led us to Pitt to visit. Owner was very responsive to our questions. We'd stay here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rich D. CA $163 CA $271 total includes taxes & fees Feb 28 - Mar 1 [](https://www.expedia.ca/Pittsburgh-Hotels-Trendy-Hip-South-Side-Studio-Walk-To-Downtown.h89777580.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/37958b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/bc0e9751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/54850ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/b0360537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm! [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.Hotel-Information) South Side Flats 8.0/10 Very good (1 review) "It was a nice and beautiful place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa B. CA $133 CA $236 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/3f6d8c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/6eb1b39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/5814128c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/2271a915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Way Quarters - Explorer's Dream Pad [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Explorers-Dream-Pad.h89732206.Hotel-Information) South Side Flats CA $134 CA $237 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Explorers-Dream-Pad.h89732206.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/18ba3244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/e23172e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/cbc54558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/c908e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed | Free Parking | Arcade | Fire Pit [](https://www.expedia.ca/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information) South Side Flats 9.8/10 Exceptional (26 reviews) "Great location to the things we wanted to go and do We celebrated my wife’s 60 birthday " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott A. CA $336 CA $662 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/388010b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/edecdd8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/75602cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/bd3cd0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces [](https://www.expedia.ca/Pittsburgh-Hotels-Big-Dog-Coffees-Little-Red-CatHistoric-Pittsburgh-HomeFREE-Parking-Spaces.h96758626.Hotel-Information) South Side Flats 10/10 Exceptional (20 reviews) "Fantastic property. Intriguing history. Great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin M. CA $421 CA $806 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Big-Dog-Coffees-Little-Red-CatHistoric-Pittsburgh-HomeFREE-Parking-Spaces.h96758626.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/0ecdbf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/85314aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/b18fd72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/3d95c2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Venice - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Venice-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238692.Hotel-Information) North Side CA $179 CA $234 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Venice-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238692.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/db978dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/3366bc5d.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/24000000/23360000/23356700/23356627/85ab8b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Sunset View)](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/b5e80530.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-By-IHG.h23356627.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (1,161 reviews) "Great location for our needs , Staff was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $145 CA $166 total includes taxes & fees Feb 19 - Feb 20 [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown-By-IHG.h23356627.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=2026-02-20&endDate=2026-02-21®ionId=6343590&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Find out more about South Side ### Discover top South Side attractions In the vibrant South Side of the United States, travellers with a penchant for casinos will find plenty to keep their adrenaline pumping. First off, the Rivers Casino offers an exhilarating gaming experience with over 1,000 slot machines and a diverse array of table games, all complemented by live entertainment and fantastic dining options. Just a stone's throw away, you can immerse yourself in the lively atmosphere of the historic South Side, where you can explore the local nightlife, including trendy bars and clubs that host everything from karaoke nights to live music. For those looking to unwind after a night of gaming, a visit to the nearby Duquesne Incline provides not only a thrilling ride but also breathtaking views of the city skyline. Families can enjoy a day out at the nearby Phipps Conservatory and Botanical Gardens, offering a tranquil escape with stunning flora and themed exhibits, perfect for a leisurely stroll. When it comes to accommodation, staying at a hotel in the heart of South Side means you're never far from the action; many establishments boast luxurious amenities and attentive service that cater to your every need, ensuring your stay is as pampered as it is adventurous. ## Top South Side Hotel Reviews ![DoubleTree by Hilton Pittsburgh - Green Tree](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "Great place to stay for the $" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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 "All was great" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.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 "The young lady that checked us in was great. Nice overall stay. " [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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 "Room clean. Staff was nice " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "Beautiful hotel. So close to downtown. Loved it. " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "Clean property and room, friendly and helpful staff, great price for location " [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.Hotel-Information) ![Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3950/3a4a5e06_y.jpg) ### Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG 10/10 Excellent "Everything food, location " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.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 "Friendly staff. Clean , comfortable rooms" [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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 "Convenient location to attend Penguins game. Also walking distance to downtown restaurants. Reasonable price for the room. Parking was a bit expensive. Employees at front desk served us well. Our room was stylish, in good condition, and was comfortable. 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