Title: Book the Best ADVENTURE 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 Hotels & Resorts for Couples in South Side, PA from CA $106 - ![](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 Hotels & Resorts for Couples Tonight [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-26&endDate=2025-12-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side adventure hotels ![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 [](https://www.expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information) Lawrenceville 8.6/10 Excellent (1010) "Valet parking, nice bar and lounge area, clean, friendly staff, good neighborhood " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristin CA $97 CA $111 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/70000/67700/67685/d4fb34d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout drapes, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/70000/67700/67685/06adfd4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/67700/67685/00250f2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/70000/67700/67685/8e891da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Pittsburgh/Monroeville [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-PittsburghMonroeville.h67685.Hotel-Information) Monroeville 8.0/10 Very good (1187) "Clean room and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ty CA $133 CA $152 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-PittsburghMonroeville.h67685.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135556/090900f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135556/86a04b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135556/40accbd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1140000/1135600/1135556/9f9fbe61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pittsburgh West Mifflin by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-West-Mifflin.h1135556.Hotel-Information) West Mifflin 8.4/10 Very good (741) "Staff, especially girl at check in ,excellent, super friendly and helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marc CA $115 CA $131 total includes taxes & fees Jan 10 - Jan 11, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-West-Mifflin.h1135556.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/603eb9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/0c8a4b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds | Living area](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/92a13d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/faaf2b83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Pittsburgh Bakery Square [](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Bakery-Square.h3493342.Hotel-Information) Pittsburgh 8.8/10 Excellent (1001) "The room was in a great location. The room itself was a little dated but still was great. Hotel staff was excellent and the food was great as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel CA $135 CA $154 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Bakery-Square.h3493342.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/18000000/17910000/17900800/17900777/9077df2f.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) ### 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 (1414) "Room was clean and staff was nice. Location was great! A little pricey though paying for breakfast and parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Raneisha CA $156 CA $181 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/7eb3a999.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 9.2/10 Wonderful (1860) "Everything about our stay at the William Penn was was wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $218 CA $248 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864545/a50f0ca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864545/8c78cd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864545/9ec056a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864545/70198d96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun Designer space with Patio! [](https://www.expedia.ca/Pittsburgh-Hotels-Fun-Designer-Space-With-Patio.h101864545.Hotel-Information) Lawrenceville 8.8/10 Excellent (5) "Location was great, convenient walk to shops, cafes and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher T. CA $113 CA $263 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Pittsburgh-Hotels-Fun-Designer-Space-With-Patio.h101864545.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/82a52262.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/7bfaa8f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/688276da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn by Wyndham Pittsburgh Airport [](https://www.expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) Coraopolis 8.0/10 Very good (2182) "The best and convenient hotel option It has all needed" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia CA $93 CA $106 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/fd868765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/69294c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/6ca32243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/fec3a20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★ HostWise Stays ★ 4 Blocks From UPMC Children's [](https://www.expedia.ca/Pittsburgh-Hotels-Colorful-Home-In-A-Great-Location.h89991722.Hotel-Information) Lawrenceville 10/10 Exceptional (14) "Great location and communication from host! The home was clean, comfortable, and exactly as described. We loved and appreciated the kitchen amenities! We very much enjoyed our stay. We would absolutely stay here again and highly recommend this rental. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather S. CA $128 CA $301 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Pittsburgh-Hotels-Colorful-Home-In-A-Great-Location.h89991722.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91400000/91392600/91392596/cc4c632b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/92000000/91400000/91392600/91392596/3b2c1fd4.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/92000000/91400000/91392600/91392596/61d1381f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/92000000/91400000/91392600/91392596/93480b4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Butler St Cozy Retreat, Walk to Breweries & Shops [](https://www.expedia.ca/Pittsburgh-Hotels-Amazing-Location-On-Butler-St-Super-Comfy.h91392596.Hotel-Information) Lawrenceville 10/10 Exceptional (4) "Amazing location right on Butler Street. It was cozy, clean, quiet and everything we could want for our stay in Lawrenceville." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $97 CA $255 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Pittsburgh-Hotels-Amazing-Location-On-Butler-St-Super-Comfy.h91392596.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=2026-01-09&endDate=2026-01-10®ionId=6343590&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Hyatt Regency Pittsburgh International Airport](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg) ### Hyatt Regency Pittsburgh International Airport 10/10 Excellent "Watched a football game at the bar and stayed overnight for a 6am flight. Our bartender was friendly and funny. Food was excellent and the bed and pillows were extremely comfortable. A great stay before our holiday cruise." [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.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 "Great place and awesome breakfast!" [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Sheraton Pittsburgh Hotel at Station Square](https://images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg) ### Sheraton Pittsburgh Hotel at Station Square 10/10 Excellent "This is probably the best place to stay in Pittsburgh, for the view." [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.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 "Everything was great!" [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.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 "Great place close to everything." [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "Great downtown location. Good kickback and breakfast options. " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.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 "Everything about our stay at the William Penn was was wonderful. " [](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 "Everything was top notch" [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ![Hotel Indigo Pittsburgh East Liberty by IHG](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/112ecec9_y.jpg) ### Hotel Indigo Pittsburgh East Liberty by IHG 10/10 Excellent "Valet parking and check-in were great. The room was nice, but I wish I had gotten the king room. I like the decor much better in the king. It seemed a little sparse. The bathroom, especially the shower was delightful" [](https://expedia.ca/Pittsburgh-Hotels-Hotel-Indigo-Pittsburgh-East-Liberty.h9032700.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in South Side with Expedia? ### How can I find cheap hotels for couples in South Side? ## 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) - [Hotels near Acrisure Stadium ](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - 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