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 $124 - ![](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 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 1 - Jan 2](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-01&endDate=2026-01-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This 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) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-09&endDate=2026-01-11&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/34000000/33230000/33229300/33229225/1bc46bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/f181043e.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) ### TRYP by Wyndham Pittsburgh/Lawrenceville [](https://www.expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information) Lawrenceville 8.6/10 Excellent (1001) "Nice rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tia CA $108 CA $124 total includes taxes & fees Jan 7 - Jan 8 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/67700/67685/0dd31580.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 (1194) "Clean room and great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ty CA $134 CA $152 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-PittsburghMonroeville.h67685.Hotel-Information) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124310000/124302600/124302512/9f05cead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124310000/124302600/124302512/d234dfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/125000000/124310000/124302600/124302512/c5100c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124310000/124302600/124302512/95234122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Convenient Pittsburgh Access,but located in a small town a 20 min drive away [](https://www.expedia.ca/Pittsburgh-Hotels-Convenient-Pittsburgh-Access.h124302512.Hotel-Information) Russellton CA $99 CA $157 total includes taxes & fees Jan 2 - Jan 3 [](https://www.expedia.ca/Pittsburgh-Hotels-Convenient-Pittsburgh-Access.h124302512.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/2000000/1140000/1135600/1135556/9f9fbe61.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/2000000/1140000/1135600/1135556/86a04b91.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 (742) "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 $113 CA $128 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-West-Mifflin.h1135556.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) ![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) ![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) ![Lobby](https://images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/4e887670.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 (1418) "We love it here " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole CA $146 CA $169 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864547/9e3b0703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864547/44c54d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864547/cd3acc18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864547/a6d48a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Lawrenceville Flat. [](https://www.expedia.ca/Pittsburgh-Hotels-Cozy-Lawrenceville-Flat.h101864547.Hotel-Information) Lawrenceville 9.8/10 Exceptional (14) "Place was clean, beautifully decorated and had a comfy bed. Host was very friendly and communicated well ❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy CA $95 CA $241 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Cozy-Lawrenceville-Flat.h101864547.Hotel-Information) ![Premium Room](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/6e14794a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Courtyard View](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/61c1f6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Courtyard View](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/ecadac1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/1a9bf6ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villagio Boutique Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.Hotel-Information) North Side 9.6/10 Exceptional (72) "Large comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony CA $120 CA $137 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.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) ![Interior](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864545/d7ffacc2.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) ![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 $259 total includes taxes & fees Jan 4 - Jan 5 [](https://www.expedia.ca/Pittsburgh-Hotels-Fun-Designer-Space-With-Patio.h101864545.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) ![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) ![Interior](https://images.trvl-media.com/lodging/90000000/90000000/89991800/89991722/2dbc4d8f.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) ### ★ 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 $105 CA $272 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Pittsburgh-Hotels-Colorful-Home-In-A-Great-Location.h89991722.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) ![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) ![Reception](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/0c8a4b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/811bbd10.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 (1002) "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 $151 CA $172 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Bakery-Square.h3493342.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=2026-01-15&endDate=2026-01-16®ionId=6343590&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![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 "Everything was great!" [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![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 "Check in took just a few minutes. Our room was very clean. Went to restaurant and bar. Lunch menu was good. " [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.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 "Very nice place the room was very clean the pool and hot tub was an extra bonus after a busy week " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "Always wonderful friendly staff. Best hotel in Pittsburgh. " [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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 "The staff here is amazing and went above and beyond. We had a family situation and unexpectedly needed to check into the hotel on Christmas evening. Kyren at the front desk was so kind and upgraded us to a much bigger room since there were 4 of us. We enjoyed the beautiful Christmas decorations and food and drink. Thank you William Penn hotel for making our holiday bright!" [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Homewood Suites by Hilton Pittsburgh Downtown](https://images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1_y.jpg) ### Homewood Suites by Hilton Pittsburgh Downtown 10/10 Excellent "The room was great and amazing! I didn’t use any of the utensils or microwave however. I was so shocked they had all that, I’m not use to my room having a microwave and stove. Staff was amazing, I really want to give credit to Mr. Deodis at the front desk for really making my stay welcoming. Class act and incredible human being! I was trying to tip him as well in addition to the housekeeping staff but couldn’t find him on my day of departure." [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ![Fairmont Pittsburgh](https://images.trvl-media.com/lodging/4000000/3060000/3056400/3056317/801aa0d0_y.jpg) ### Fairmont Pittsburgh 10/10 Excellent "I have always enjoyed Fairmont property’s. The Fairmont in Pittsburgh is in a great location. Waking distance to PNC Park, and lots of good restaurants also in walking distance. The Strip District is a very short drive as well. The hotel staff are friendly and attentive. The rooms are clean, comfortable, and modern. There is a nice bar on the second floor and the brunch on the weekend is fantastic. " [](https://expedia.ca/Pittsburgh-Hotels-Fairmont-Pittsburgh.h3056317.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 "Staff" [](https://expedia.ca/Pittsburgh-Hotels-Hotel-Indigo-Pittsburgh-East-Liberty.h9032700.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 "It’s a great stay. No issues " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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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