Title: TOP Romantic Hotels in South Side, PA for 2026 - South Side Romantic Getaways | Expedia.co.uk [South Side Travel Guide](https://expedia.co.uk/South-Side.dx6343590)[Hotels in South Side](https://expedia.co.uk/South-Side-Hotels.d6343590.Travel-Guide-Hotels)[Holiday Rentals in South Side](https://expedia.co.uk/South-Side-Holiday-Rentals.d6343590.Travel-Guide-HolidayRentals)[Flights to South Side](https://expedia.co.uk/Cheap-Flights-To-South-Side.d6343590.Travel-Guide-Flights)[Things to do in South Side](https://expedia.co.uk/Things-To-Do-In-South-Side.d6343590.Travel-Guide-Activities)[South Side Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-South-Side.d6343590.Car-Hire-Guide)[South Side Holidays](https://expedia.co.uk/South-Side.d6343590.Holidays-City-Breaks) ![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 Romantic Hotels in South Side, PA - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [11 Jan - 12 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2026-01-11&endDate=2026-01-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [12 Jan - 13 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2026-01-12&endDate=2026-01-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) In two weeks [23 Jan - 25 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6343590&startDate=2026-01-23&endDate=2026-01-25&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) ![Deluxe Double Room, 2 Queen Beds, City View | Individually decorated, individually furnished, soundproofing](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/e98077b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Grand Suite, Multiple Beds, Ensuite, Corner | Individually decorated, individually furnished, soundproofing](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 [](https://www.expedia.co.uk/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) South Side Flats 9.6/10 Exceptional (93 reviews) "This might be the coolest place I have ever stayed. Rooms are small (used to be a hostel) but spotless as is the rest of the hotel. Great history behind this building. Very comfortable sitting in the great room conversing with others. The peacefulness was in large part due to this being a TV free hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) craig [](https://www.expedia.co.uk/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) ![Room, 1 King Bed, Accessible | Premium bedding, pillow-top beds, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b0ce2278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillow-top beds, desk, blackout curtains](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/b6ea61cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/5c6f68cc.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.co.uk/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) Downtown Pittsburgh 8.2/10 Very good (3,348 reviews) "Very nice place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CAROLYN £92 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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) ![Egyptian cotton sheets, premium bedding, pillow-top 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/w2080h1566x0y14-75158592.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.co.uk/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information) Lawrenceville 8.6/10 Excellent (1,012 reviews) "Excellent restoration of boutique hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dennis £74 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.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) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/2eeadb12.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) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/34474f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni William Penn Hotel [](https://www.expedia.co.uk/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) Downtown Pittsburgh 9.2/10 Wonderful (1,913 reviews) "A great historic hotel. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas £135 includes taxes & fees 23 Jan - 24 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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) ![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) ![Premium Room | Premium bedding, in-room safe, individually decorated](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.co.uk/Pittsburgh-Hotels-The-Parador-Inn.h36047368.Hotel-Information) North Side 9.6/10 Exceptional (75 reviews) "This place wa amazing great getaway ! I cant wait to see what the other rooms look like ! We had the ROME room and it was great highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa £76 includes taxes & fees 22 Jan - 23 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-The-Parador-Inn.h36047368.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/8b478daa.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) ![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) ### Courtyard by Marriott Pittsburgh University Center [](https://www.expedia.co.uk/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) Oakland 9.0/10 Wonderful (573 reviews) "Room was spotless and the service was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt £104 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/24000000/23360000/23356700/23356627/0a830eb6.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, pillow-top 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/f61b6eb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### EVEN Hotel Pittsburgh Downtown by IHG [](https://www.expedia.co.uk/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown.h23356627.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (1,151 reviews) "Very good breakfast and friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leslie £100 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-EVEN-Hotel-Pittsburgh-Downtown.h23356627.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/1000000/20000/12400/12343/24bfc140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/1000000/20000/12400/12343/5100abd3.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) ### DoubleTree by Hilton Pittsburgh - Green Tree [](https://www.expedia.co.uk/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) Pittsburgh 8.4/10 Very good (1,005 reviews) "Great place and awesome breakfast!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mohana Rao £80 includes taxes & fees 25 Jan - 26 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.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) ![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/ca6dbd73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kimpton Hotel Monaco Pittsburgh by IHG [](https://www.expedia.co.uk/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) Downtown Pittsburgh 9.4/10 Exceptional (1,286 reviews) "Excellent hotel and staff. Our 5th time staying and the standards have remained high." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ebiaye £151 includes taxes & fees 18 Jan - 19 Jan [](https://www.expedia.co.uk/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/03370cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9040000/9032700/9032700/7d5f9f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Indigo Pittsburgh East Liberty by IHG [](https://www.expedia.co.uk/Pittsburgh-Hotels-Hotel-Indigo-Pittsburgh-East-Liberty.h9032700.Hotel-Information) East Liberty 8.0/10 Very good (1,017 reviews) "Great place " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) RAINE £82 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Pittsburgh-Hotels-Hotel-Indigo-Pittsburgh-East-Liberty.h9032700.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.co.uk/Hotel-Search?startDate=2026-01-25&endDate=2026-01-26®ionId=6343590&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Hotel Reviews ![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg) ### Omni William Penn Hotel 10/10 Excellent "excellent stay everything was wonderful" [](https://expedia.co.uk/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.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 "Great greeting and clean room." [](https://expedia.co.uk/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.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 "Every thing-was really good !!" [](https://expedia.co.uk/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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 hotel and room were very clean and taken care of. The staff was very nice, helpful, and professional. I would recommend this place for anyone looking to book in Pittsburgh. " [](https://expedia.co.uk/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 "Room was clean, staff was so nice, and food was great!" [](https://expedia.co.uk/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.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 "It was great " [](https://expedia.co.uk/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.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 "Friendly staff. Convenient to stadiums. Accommodating to our needs and expectations " [](https://expedia.co.uk/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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 "Great" [](https://expedia.co.uk/Pittsburgh-Hotels-Hyatt-Regency-Pittsburgh-International-Airport.h464013.Hotel-Information) ![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 "Top knotch. Would stay here anytime i come to Pittsburgh..." 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