Title: Book the Best ROMANTIC Hotels in South Side, PA from CA $111 - 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) ![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 Romantic Hotels Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-24&endDate=2026-01-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-25&endDate=2026-01-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for South Side romantic hotels ![Living area](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/38d99c4a.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) ![Deluxe Double Room, 2 Queen Beds, City View](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/e98077b0.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 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) South Side Flats 9.6/10 Exceptional (94 reviews) "Friendly Staff, clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Devon CA $192 CA $219 total includes taxes & fees Feb 23 - Feb 24 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/9b751878.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/w2080h1566x0y14-75158592.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/88d390c5.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 (1,004 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Douglas CA $98 CA $111 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.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) ![Premium bedding, pillowtop beds, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b6ea61cb.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 (3,380 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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/db978dde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/3366bc5d.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/24000000/23360000/23356700/23356627/85ab8b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom (Sunset View)](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/b5e80530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EVEN Hotel Pittsburgh Downtown by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown-By-IHG.h23356627.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (1,159 reviews) "Great location for our needs , Staff was very nice!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $145 CA $166 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown-By-IHG.h23356627.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) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/50000/43500/43447/f542d276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pittsburgh Marriott City Center [](https://www.expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) Downtown Pittsburgh 8.2/10 Very good (1,128 reviews) "Good breakfast good staff clean and big rooms" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Vincent CA $152 CA $174 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information) ![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/1000000/10000/3000/2998/34474f5b.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) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/2eeadb12.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 (1,930 reviews) "Great historical hotel. Charme and wonderful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $218 CA $249 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/2df82a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/ee73444e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/6d3246bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/9000000/8040000/8035100/8035042/0cd59c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansions on Fifth Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) Shadyside 8.8/10 Excellent (1,001 reviews) "Beautiful place. Thank you " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ryan [](https://www.expedia.ca/Pittsburgh-Hotels-Mansions-On-Fifth-Hotel.h8035042.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/a60c09ae.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) ![2 bars/lounges](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/a36eaa29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/6e14794a.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 (81 reviews) "Great place. Wish i was there for more then 1 night. The room was huge & clean. Had a working fireplace & a bar on thr 1st floor" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amylynn CA $157 CA $180 total includes taxes & fees Feb 25 - Feb 26 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/34b3bae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/03f8ced0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/a31fc394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/9b346afb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Pittsburgh International Airport [](https://www.expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) Pittsburgh 9.2/10 Wonderful (1,602 reviews) "The room was very clean, bed comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $204 CA $233 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/71b0667d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/f4a5327c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/28315276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/ef390f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Hotel Monaco Pittsburgh by IHG [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) Downtown Pittsburgh 9.4/10 Exceptional (1,289 reviews) "Staff was super friendly. Loved the free cocktails and the rooms are fun!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill CA $245 CA $280 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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=2026-02-08&endDate=2026-02-09®ionId=6343590&adults=2&travelerType=romantic&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 "The front desk staff was very helpful. They explained the shuttle service very clearly. The hotel is very clean and comfortable. We had a nice dinner on sight which was very convenient." [](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 "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) ![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 "The room was clean, the breakfast was good, location was great, valet parking was convent but I was honked at by an employee while trying to load my car and children to leave. The valet is a bit pricy too. " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.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) ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "We liked the historic, comfortable hotel. The location was great, with many things we wanted to see within walking distance. The staff was professional and courteous. The hotel amenities were terrific. " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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 "Everything was perfect for our stay." [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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 "The staff member who checked me in was so sweet and helpful! " [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.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) ![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 "Room was perfect. Staff was very friendly and helpful. " [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.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) - [Hotels near Acrisure Stadium ](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - [B&B in Allegheny County ](https://www.expedia.ca/Allegheny-County-Bed-And-Breakfast.d553248635083907360-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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