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 [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-27&endDate=2026-01-28&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-28&endDate=2026-01-29&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next 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) ## 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) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b.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) ### 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 (1,014 reviews) "Everything was perfect for our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy CA $97 CA $111 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/3a287f70.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/90000000/89740000/89732200/89732195/fd6d670d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/bdd63049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732200/89732195/862380d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Way Quarters-Stylish 3BR Loft-Prime Location [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-3-Bedroom-Loft.h89732195.Hotel-Information) South Side Flats 9.2/10 Wonderful (5 reviews) "Good stay, easy check in, lovely location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolee V. CA $122 CA $281 total includes taxes & fees Feb 7 - Feb 8 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-3-Bedroom-Loft.h89732195.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) ![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) ![TV, offices](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/a44d0209.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 $92 CA $189 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.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) ![Dining](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/2248d932.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) ![TV, offices](https://images.trvl-media.com/lodging/120000000/119890000/119889900/119889856/72d9d196.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 $115 CA $229 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Pittsburgh-Hotels-Birmingham-Bridge-Beauty-Cozy-Stay-Near-Downtown.h119889856.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/2ecb4620.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) ![Dining](https://images.trvl-media.com/lodging/97000000/96760000/96758700/96758626/edecdd8a.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 $422 CA $808 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Pittsburgh-Hotels-Big-Dog-Coffees-Little-Red-CatHistoric-Pittsburgh-HomeFREE-Parking-Spaces.h96758626.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) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/5814128c.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) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/6a6e8d31.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 $122 CA $223 total includes taxes & fees Feb 21 - Feb 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Explorers-Dream-Pad.h89732206.Hotel-Information) ![Room, 1 King Bed, Accessible](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/5c6f68cc.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) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/d791efd6.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 (3,384 reviews) "Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack CA $147 CA $167 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/ffa19dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/6100786b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/ed74344f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/d7ba5fb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rome Room - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Rome-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122111546.Hotel-Information) North Side CA $180 CA $234 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Rome-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122111546.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/f3d3b9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/405ef287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/d0fe9f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/f48e15da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florence Room - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Florence-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122225089.Hotel-Information) North Side CA $180 CA $234 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Florence-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122225089.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) ![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) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/2eae9252.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 $180 CA $234 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Venice-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238692.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=2026-02-10&endDate=2026-02-11®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 ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "Staff was great. Check in was easy. Room was beautiful" [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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 "Very nice hotel with great views of downtown. Conviently located close to the University. " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.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 "Nice clean room and very courteous staff. Perfect stay for early flight out!" [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.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 "Very friendly staff. (Housekeeper, front desk woman, and bartender.) Accommodations were clean and updated. Very quiet so I slept well. " [](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 "The people, staff and location!! This is our second stay here and will always recommend it!" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![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 "The room was perfect, spacious and clean with full size bottles of shampoo, conditioner and body wash. Room was cleaned while we were out and the hot chocolate chip cookies were the best touch. Hot tub at the end of the day was amazing. The staff, especially Malaysia at the front desk was awesome. Breakfast was a bit disappointing, but not terrible a little pricey though. You do need a rental car here though, nothing is in walking distance but we found driving in Pittsburgh fairly easy. We liked the location to the Penguins Arena and to many of the sites!! Would definitely recommend and will stay there again!!" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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 "All good" [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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 "The room had everything I needed and was perfect for my son with disabilities. The bathroom was clean and I appreciated the handicapped support bars. I wished there were more and heavier blankets for us. We were cold at night. " [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-House-PittsburghBloomfieldShadyside.h9707925.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 "Wonderful" [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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) - [5 Star Hotels in Arlington ](https://www.expedia.ca/5Star-Arlington-Pittsburgh-Hotels.s50-n804081383557210112-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Knoxville ](https://www.expedia.ca/5Star-Knoxville-Pittsburgh-Hotels.s50-n804083795867832320-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in St. Clair ](https://www.expedia.ca/5Star-St-Clair-Pittsburgh-Hotels.s50-n804081561040011264-0.Travel-Guide-Filter-Hotels) - 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