Title: Book the Best ROMANTIC Hotels in South Side, PA - South Side Romantic Getaways | 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 Romantic Hotels 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 Romantic Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This 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&travelerType=romantic) Next weekend [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&travelerType=romantic) ## Top South Side Romantic Hotels ![Grand Suite, Multiple Beds, Ensuite, Corner | Living area](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/f6947031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, Multiple Beds, Ensuite, Corner](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/c109361f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, Multiple Beds, Ensuite, Corner](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/5f5bd81d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/f3329fc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Traveler's Rest Hotel South Side Flats 9.6/10 Exceptional (88) "We had an excellent time at the travelers rest! Check in and check out were super simple. The building had such old world charm it was definitely unique. While the location was out of the hustle and bustle of the city, it was within an hour walk of PPG and the ferry. 10/10 would recommend and stay again! The hosts were amicable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan CA $160 CA $183 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/500891cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/c684347a.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) ### Wyndham Grand Pittsburgh Downtown Downtown Pittsburgh 8.2/10 Very good (3102) "Clean, friendly and convenient location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $146 CA $167 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![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 Lawrenceville 8.6/10 Excellent (999) "very pleasant stay. will visit again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xin CA $133 CA $152 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/e8058cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/cd0b7628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/eec6027c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown Downtown Pittsburgh 8.2/10 Very good (1034) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) carol CA $145 CA $165 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/8d96d2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/96a735d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/4bb3ae33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Pittsburgh University Center Oakland 9.0/10 Wonderful (494) "Nice bar and very friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff CA $171 CA $195 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/0579f884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/499ab787.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/24000000/23360000/23356700/23356627/0ca4f109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/a7a9953b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EVEN Hotel Pittsburgh Downtown by IHG Downtown Pittsburgh 8.8/10 Excellent (1126) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandru CA $150 CA $171 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown.h23356627.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20400/20319/b7421ee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/20400/20319/e3c0a10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/30000/20400/20319/cb05ea99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sheraton Pittsburgh Hotel at Station Square South Shore 9.0/10 Wonderful (1005) "Location is in a quiet, charming area with easy access from and to the highway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $188 CA $214 total includes taxes & fees Nov 27 - Nov 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![1 bedroom, Egyptian cotton sheets, premium bedding, in-room safe](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/112ecec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/2492a80f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/23152c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/3b550124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Pittsburgh East Liberty by IHG East Liberty 8.0/10 Very good (1040) "The hotel was value for money " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Janene CA $117 CA $133 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Hotel-Indigo-Pittsburgh-East-Liberty.h9032700.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/aaf723c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/d21cf974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![55-inch flat-screen TV with cable channels, TV, Netflix](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/ccc4052e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/bad925e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pittsburgh Marriott City Center Downtown Pittsburgh 8.0/10 Very good (1016) " Very fresh breakfast Good hotel Nice and clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $156 CA $178 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/17a40a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/516c0c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/18ddf67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/20000/14300/14295/0b0754bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Westin Pittsburgh, a Marriott Hotel Downtown Pittsburgh 8.6/10 Excellent (1005) "Great location, and most people were v" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth CA $226 CA $258 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Westin-Pittsburgh.h14295.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=2025-11-18&endDate=2025-11-19®ionId=6343590&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![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 "Room was very clean. Location was convenient. " [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ![Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3950/3a4a5e06_y.jpg) ### Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG 10/10 Excellent "The Lobby is nice and big with a big breakfast area with plenty of seating! The room is huge. We have a King room! Bed is big and comfy ! Bathroom is big and spacious and well as the shower! Big fridge microwave! Sofa! Pretty much all you can ask for. Walls a little thin but to be expected for a hotel honestly. Waiting for the breakfast in the am which is 6:30 am to 9am! Stayed here for a Steelers Game! They WON!!!! LETS GO STEELERS!!" [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.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 " Very fresh breakfast Good hotel Nice and clean" [](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 "Good staff" [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.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) ![Wyndham Grand Pittsburgh Downtown](//images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "clean" [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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) ![Omni William Penn Hotel](//images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "Clean room, staff was nice. Location was great. Parking is a little tricky and expensive. 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