Title: Book the Best ROMANTIC Hotels in South Side, PA from CA $167 - 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 [Feb 22 - Feb 23](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-22&endDate=2026-02-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Feb 23 - Feb 24](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-23&endDate=2026-02-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-02-27&endDate=2026-03-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-03-06&endDate=2026-03-08&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 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/3d117d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/df2a4372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/72768851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1160000/1154400/1154383/f2772d31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on Negley [](https://www.expedia.ca/Pittsburgh-Hotels-The-Inn-On-Negley.h1154383.Hotel-Information) Shadyside 10/10 Exceptional (201 reviews) "Everything was wonderful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $302 CA $345 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Inn-On-Negley.h1154383.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1103000/1102934/7d4014b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1110000/1103000/1102934/2a96afdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1110000/1103000/1102934/6f739c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1110000/1103000/1102934/0a89d988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Priory Hotel [](https://www.expedia.ca/Pittsburgh-Hotels-The-Priory-Hotel.h1102934.Hotel-Information) North Side 9.6/10 Exceptional (1,001 reviews) "Nice staff and great rooms. They had many breakfast selections and also a shuttle that took us around." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Santana CA $149 CA $170 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Priory-Hotel.h1102934.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) ![Restaurant](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/c893171e.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) ![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 (85 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 $162 CA $185 total includes taxes & fees Mar 2 - Mar 3 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/28315276.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) ### 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 (1,309 reviews) "Beautiful room and hotel, clean modern bathroom, and great service. Awesome location! Will definitely stay here in the future. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $230 CA $262 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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) ![Exterior](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/9b346afb.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) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/470000/464100/464013/aac0757f.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 (1,612 reviews) "Welcoming staff, clean room, and easy access to the airport with the shuttle. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $204 CA $232 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.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) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/59c89368.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 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Downtown Pittsburgh 9.2/10 Wonderful (1,946 reviews) "Great historical hotel. Charme and wonderful location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea CA $207 CA $236 total includes taxes & fees Mar 21 - Mar 22 [](https://www.expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/52d04c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/w4000h2665x0y2-dfe4b7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/de84628f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/29000000/28860000/28852500/28852483/e7c8e126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Oaklander Hotel, Autograph Collection [](https://www.expedia.ca/Pittsburgh-Hotels-The-Oaklander-Hotel.h28852483.Hotel-Information) Oakland 9.2/10 Wonderful (743 reviews) "Very clean, convenient, upscale, and great restaurant. Enjoyed free drink coupons on arrival!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $266 CA $304 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Oaklander-Hotel.h28852483.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/19000000/18570000/18566700/18566645/5c90a591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/19000000/18570000/18566700/18566645/65e424bd.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/19000000/18570000/18566700/18566645/ccd9333d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18570000/18566700/18566645/efc19497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Pittsburgh Airport [](https://www.expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Airport.h18566645.Hotel-Information) Coraopolis 9.0/10 Wonderful (1,004 reviews) "Great place to stay will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $167 CA $191 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Airport.h18566645.Hotel-Information) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/800000/799400/799381/752652db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, open 5 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/799400/799381/8d198bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/800000/799400/799381/2aaa49bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/800000/799400/799381/e37bb5a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Pittsburgh/Southpointe [](https://www.expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-PittsburghSouthpointe.h799381.Hotel-Information) Canonsburg 9.0/10 Wonderful (1,000 reviews) "Everything good here. Would stay again no problem " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ernie CA $150 CA $167 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-PittsburghSouthpointe.h799381.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=2026-03-08&endDate=2026-03-09®ionId=6343590&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_6343590) ## 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 "Clean room and courteous staff" [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.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 "Everything was spectacular! " [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.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 "All the above, very nice " [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.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 "Nice room, nice staff. Close to the event center. " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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 staff and locations. We stayed in a " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Hyatt Place Pittsburgh-North Shore](https://images.trvl-media.com/lodging/4000000/3610000/3608300/3608245/60fea23f_y.jpg) ### Hyatt Place Pittsburgh-North Shore 10/10 Excellent "I like the corner suite, it provides true quietness & has awesome sunlight. Everything is here to keep you together, hair dryer, clothes hangers, iron & ironing board. Plenty of outlets! Everything can connect to power, from several locations of choice throughout the Suite. That’s important to me. And there is HBO. " [](https://expedia.ca/Pittsburgh-Hotels-Hyatt-Place-Pittsburgh-North-Shore.h3608245.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 met my expectations " [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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 "Service at the front are pretty nice and helpful as well as the servers in the restaurant." 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