Title: Book the Best Hotels with POOL in South Side in 2026 | 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) # Find Hotels with a Pool in South Side, PA from CA $109 - ![](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 with a Pool Tonight [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-10&endDate=2025-12-11&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-11&endDate=2025-12-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/777c6dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/76c1ea4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/bfebd685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/a12c8351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG South Side Flats 7.2/10 Good (1003) "Friendly staff, great service, clean rooms, lobby was bright and inviting and great breakfast available. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marci CA $115 CA $131 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/6b81c559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/e4bee32c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/6ac37499.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City Loft, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Living room](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/771e1ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kasa South Side Pittsburgh South Side Flats 8.2/10 Very good (105) "Clean great views hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shomario CA $200 CA $319 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Kasa-Pittsburgh-South-Side.h70891071.Hotel-Information) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/30000/24400/24395/30812387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/24400/24395/0c99fe91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/24400/24395/885a31dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed, Mobility Accessible, Non Smoking (Bathtub w/ Grab Bars)](https://images.trvl-media.com/lodging/1000000/30000/24400/24395/3ceabb47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wingate by Wyndham Cranberry Cranberry Township 8.6/10 Excellent (1315) "Such a wonderful place to stay. Great price for the accomidations. Would stay again in a heartbeat" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) BEVERLY CA $128 CA $142 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-PittsburghCranberry.h24395.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/5000000/4350000/4342300/4342201/2dc45a59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4350000/4342300/4342201/w4000h2661x0y0-4d13e88e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/5000000/4350000/4342300/4342201/w3995h2667x0y0-5545c0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/5000000/4350000/4342300/4342201/7331c35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Pittsburgh Washington/Meadow Lands Washington 8.8/10 Excellent (1007) "Room was very nice, bar and food service was very helpful, will definitely stay here when I travel through Pittsburgh from now on!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua CA $98 CA $109 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Courtyard-By-Marriott-Pittsburgh-WashingtonMeadow-Lands.h4342201.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9640000/9637900/9637836/5b076574.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (2 Queen Beds)](https://images.trvl-media.com/lodging/10000000/9640000/9637900/9637836/b2730f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, sushi](https://images.trvl-media.com/lodging/10000000/9640000/9637900/9637836/9d92241f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Casino](https://images.trvl-media.com/lodging/10000000/9640000/9637900/9637836/2c7ee568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place at The Hollywood Casino / Pittsburgh - South Washington 8.4/10 Very good (1004) "It was a decent room - no complaints " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne CA $132 CA $146 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Hyatt-Place-Pittsburgh-SouthMeadows-Racetrack-Casino.h9637836.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929005/5292a1ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929005/aac922c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929005/7e4362d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14930000/14929100/14929005/e8347f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites North Huntingdon-Irwin North Huntingdon 9.4/10 Exceptional (934) "Clean, well managed, good breakfast and nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $170 CA $188 total includes taxes & fees Dec 29 - Dec 30 [](https://www.expedia.ca/Greensburg-Hotels-Hampton-Inn-Suites-North-Huntingdon-Irwin.h14929005.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/24000000/23060000/23055700/23055654/5eaeff72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23060000/23055700/23055654/b6a046a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/24000000/23060000/23055700/23055654/3593f5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/24000000/23060000/23055700/23055654/2501b43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Cranberry-Pittsburgh North Cranberry Township 9.2/10 Wonderful (1000) "Great place to stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) John CA $138 CA $153 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Best-Western-Plus-Cranberry-Pittsburgh-North.h23055654.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/105000000/104540000/104537500/104537445/cc018794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104540000/104537500/104537445/d771bd48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/105000000/104540000/104537500/104537445/56ecfd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104540000/104537500/104537445/c43ad785.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozySuites l Spacious SDO, Lawrenceville Lawrenceville 10/10 Exceptional (1) "Clean and safe property, overall good experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christian D. CA $80 CA $233 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Roomy-SDO.h104537445.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742869/16e0720d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742869/d7c88864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742869/bcda53a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1750000/1742900/1742869/26b97719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Pittsburgh-Meadow Lands Washington 8.6/10 Excellent (1000) "Hotel was nice, staff was great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark A. CA $115 CA $128 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Pittsburgh-Hotels-Hampton-Inn-Suites-Pittsburgh-Meadow-Lands.h1742869.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/94000000/93670000/93668600/93668505/99ba44b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/94000000/93670000/93668600/93668505/8f034e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93670000/93668600/93668505/w800h599x0y1-9300ba82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93670000/93668600/93668505/w800h599x0y1-2f6210c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozySuites Boutique SDO, Lawrenceville Lawrenceville 8.0/10 Very good (1) "Loved the property. However, finding the property turned out to be a trick if I didn't completely read the extensive digital online instruction. The watch out here is that what they provide is excellent but most people, Certainly in the senior age group, we are not going to look for this kind of sophistication and difficulty in accommodations. I would go back and probably will but only because now that I understand what is needed. I can enjoy the stay and not the Painful hunt for the property.... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Len D. CA $80 CA $233 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Pittsburgh-Hotels-Casual-Nomad-L-Boutique-SDO.h93668505.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=2025-12-24&endDate=2025-12-25®ionId=6343590&adults=2&amenities=POOL&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 "Wonderful staff and accommodations..great location especially if you plan on attending something at PPG arena" [](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information) ![Courtyard by Marriott Pittsburgh University Center](https://images.trvl-media.com/lodging/1000000/10000/3300/3215/d1089d4e_y.jpg) ### Courtyard by Marriott Pittsburgh University Center 10/10 Excellent "Friendly staff, beautiful clean rooms " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.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 "Staff is always friendly and helpful. Valet parking is fast and easy." [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![La Quinta Inn by Wyndham Pittsburgh Airport](https://images.trvl-media.com/lodging/1000000/10000/2500/2472/b3836cb9_y.jpg) ### La Quinta Inn by Wyndham Pittsburgh Airport 10/10 Excellent "Older property but well kept with friendly staff." [](https://expedia.ca/Pittsburgh-Hotels-La-Quinta-Inn-By-Wyndham-Pittsburgh-Airport.h2472.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 "Nice room, great location and great staff" [](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.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 "The room was clean,renovations from previous times I've stayed at location.staff was courteous " [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/10000/6200/6149/4d6098b6_y.jpg) ### DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown 10/10 Excellent "Yes" [](https://expedia.ca/Pittsburgh-Hotels-DoubleTree-By-Hilton-Hotel-Suites-Pittsburgh-Downtown.h6149.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 "Excellent view, convenient location from restaurants and incline. The room was specious and very clean. Bathroom was loaded with high quality amenities. Front desk staffs were prompt and courteous. I would recommend a city view room. " [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.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 "Great location for music events at City Winery - we will be back" [](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) - 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