Title: Book the Best ADVENTURE Hotels in South Side in 2025 | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473585-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in South Side, PA - ![](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 [Nov 2 - Nov 3](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-02&endDate=2025-11-03&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-03&endDate=2025-11-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top South Side Hotels & Resorts for Couples ![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) ![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) ![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) ![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 Lawrenceville 8.6/10 Excellent (996) "Hotel has a very cool atmosphere with friendly staff." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Braden CA $133 CA $152 total includes taxes & fees Nov 23 - Nov 24 [](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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/70000/67700/67685/8e891da5.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) ### Hampton Inn Pittsburgh/Monroeville Monroeville 8.0/10 Very good (1138) "Overall facility very nice. Area around hotel very busy, but convenient to rte 22 and 48 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Derek CA $137 CA $156 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-PittsburghMonroeville.h67685.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107860000/107853200/107853177/214a6dbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107860000/107853200/107853177/cd834cd9.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/108000000/107860000/107853200/107853177/99ac3427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/108000000/107860000/107853200/107853177/w1270h853x0y0-21fa6b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ★ HostWise Stays ★ Casa Santorini - Aegean Inspired, Instaworthy! Lawrenceville 10/10 Exceptional (2) "We had a wonderful stay during our visit to Pittsburgh. Our host Chad was very helpful and responsive when we had questions. It was our first time in Lawrenceville and it exceeded our expectations! Love the neighborhood and its vibe! Looking forward to our next trip! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Terri W. CA $128 CA $454 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Casa-Santorini-Aegean-Inspired.h107853177.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) ![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) ![TV](https://images.trvl-media.com/lodging/102000000/101870000/101864600/101864547/dab4c5a7.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) ### Cozy Lawrenceville Flat. Lawrenceville 9.8/10 Exceptional (13) "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 $85 CA $234 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Cozy-Lawrenceville-Flat.h101864547.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/6b9a15fb.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/w2227h2817x0y3-6caf03aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni William Penn Hotel Downtown Pittsburgh 9.0/10 Wonderful (1742) "Beautiful hotel - Clean and comfortable room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tish CA $234 CA $267 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Apartment | Private kitchen](https://images.trvl-media.com/lodging/96000000/95340000/95335000/95334990/8272be78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/96000000/95340000/95335000/95334990/48ea837f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living area](https://images.trvl-media.com/lodging/96000000/95340000/95335000/95334990/e5a6f3d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite](https://images.trvl-media.com/lodging/96000000/95340000/95335000/95334990/w800h599x0y1-9421886a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozySuites at Lawrenceville Lawrenceville 7.4/10 Good (3) "This property was great. Communication was great and I always got quick responses. Loved the apartment. It was clean and had everything I needed. The only thing I had trouble with was the process of finding the key and locating the room. The whole process was a bit confusing, a the key box is in a completely different building from the apartment and the buildings are not super clearly marked. I do feel that the company did its best with an outline of how to find everything which incuded photos.... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $95 CA $268 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-CozySuites-At-Lawrenceville.h95334990.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/f6d9e755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/fb3eed5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/24bfc140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Pittsburgh - Green Tree Pittsburgh 8.2/10 Very good (1017) "Very nice hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth CA $132 CA $151 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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/1000000/10000/2500/2472/7bfaa8f0.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) ![Suite, 1 Bedroom, Non Smoking](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/5ba12b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn by Wyndham Pittsburgh Airport Coraopolis 8.0/10 Very good (2088) "Friendly staff room very roomy walking distance to shopping and restaurants" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Claudia CA $106 CA $121 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.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) ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/4000000/3500000/3493400/3493342/0c8a4b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Pittsburgh Bakery Square Pittsburgh 8.8/10 Excellent (1005) "Convenient to dining and shopping, but I did not know we had to pay for parking until after I arrived" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $165 CA $188 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Bakery-Square.h3493342.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/111000000/110370000/110366800/110366762/63e38269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110370000/110366800/110366762/4b7d0b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110370000/110366800/110366762/c2fc51f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, foosball, table tennis](https://images.trvl-media.com/lodging/111000000/110370000/110366800/110366762/ab05f919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Regal Bricks\* Cold Plunge | Fire Pit | Game Room | Private Backyard Lawrenceville 9.2/10 Wonderful (5) "The owner was great with communication when I contacted them on the app. The listing is slightly deceiving, though. It says the house sleeps 12. We had 11 in our party and had to have 3 to a bed/futon in some rooms. I would say it sleeps 9 (and a baby). There were not enough towels for everyone in our party (I think we were provided with 5 total). The owner did respond to my message and said the cleaners locked them in the supply closet, but that was of no help to us. There were no robes or... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kira C. CA $258 CA $666 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pittsburgh-Hotels-Regal-Bricks-Cold-Plunge-Fire-Pit-Game-Room-Private-Backyard.h110366762.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=2025-11-16&endDate=2025-11-17®ionId=6343590&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](//images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "Really nice room and facility. The price is so great compared to other places in the area" [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](//images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "Every member of the staff went above and beyond, they were all amazing! They were all incredible! The room was really clean, we didn’t end up being able to take advantage, but the food and drinks they offer were a really nice perk! " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.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 "Loved staying here! The staff was super sweet and accommodating, and checking in and out was quick and easy. Great location especially if you’re spending time downtown. Absolutely the most comfortable bed i’ve ever slept in the pillows were amazingly soft the best sleep i’ve gotten in a while! Would 100% stay here again. " [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Hyatt Regency Pittsburgh International Airport](//images.trvl-media.com/lodging/1000000/470000/464100/464013/1caa2404_y.jpg) ### Hyatt Regency Pittsburgh International Airport 10/10 Excellent "The room is very clean. They didn’t need to, but they cleaned it every day. The only problem was that it was an adjoining room to people that we weren’t connected with. And I know you can’t help this, but they were loud and rude. Before you give these rooms to customers, you should make them aware of this so that they could choose to be in a room that’s not adjoined to another room." [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![Homewood Suites by Hilton Pittsburgh Downtown](//images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1_y.jpg) ### Homewood Suites by Hilton Pittsburgh Downtown 10/10 Excellent "Collette and the front desk was very professional and friendly!" [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ![Pittsburgh Marriott City Center](//images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4_y.jpg) ### Pittsburgh Marriott City Center 10/10 Excellent "Food was very good. Room clean staff was very helpful and friendly " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![Sheraton Pittsburgh Hotel at Station Square](//images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg) ### Sheraton Pittsburgh Hotel at Station Square 10/10 Excellent "Very ckean" [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![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) ![Kimpton Hotel Monaco Pittsburgh by IHG](//images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg) ### Kimpton Hotel Monaco Pittsburgh by IHG 10/10 Excellent "Clean" [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ## Frequently asked questions ### Why book your hotel for couples in South Side with Expedia? > Expedia has some superb hotels for couples, so go ahead and spoil yourselves in South Side. If you have a set budget, choose how much you're willing to spend and the preferred star rating of your hotel. Whatever your getaway looks like, we'll help you find a property that'll please both your sweetheart and wallet! ### How can I find cheap hotels for couples in South Side? > With Expedia's user-friendly filter tool, locating cheap hotels for couples in South Side is a snap. 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