Title: Book the Best South Side Flats WINERY Hotels in 2026 | Expedia.ca [South Side Flats Travel Guide](https://expedia.ca/Pittsburgh-South-Side-Flats.dx6343589)[Vacation Rentals in Pittsburgh](https://expedia.ca/Pittsburgh-Vacation-Rentals.d601717.Travel-Guide-VacationRentals)[Flights to Pittsburgh](https://expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights)[Things to do in Pittsburgh](https://expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities)[South Side Flats Car Rentals](https://expedia.ca/Car-Rentals-In-South-Side-Flats.d6343589.Car-Rental-Guide)[South Side Flats Vacations](https://expedia.ca/South-Side-Flats.d6343589.Destination-Travel-Guides) ![South Side Flats showing signage](https://images.trvl-media.com/place/6343589/2f25a02e-f9a8-46d5-9b10-d75c4e90ca23.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6343589/2f25a02e-f9a8-46d5-9b10-d75c4e90ca23.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 Flats Winery Hotels Tonight [Feb 5 - Feb 6](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2026-02-05&endDate=2026-02-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 6 - Feb 7](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side Flats hotels with winery ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/34b3db14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/4dfee777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/3f7b1778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/ddf317e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable private unit with hot tub and free parking [](https://www.expedia.ca/Pittsburgh-Hotels-Comfortable-And-Quiet-Private-Guest-Unit-With-Free-Parking-Space.h71600264.Hotel-Information) Gibsonia 10/10 Exceptional (56 reviews) "I did not use hot tub, got too busy w/ family wedding I was in town. Lovely stay! Will stay there again if I go back to PA. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly CA $86 CA $239 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Comfortable-And-Quiet-Private-Guest-Unit-With-Free-Parking-Space.h71600264.Hotel-Information) ![Jetted tub](https://images.trvl-media.com/lodging/1000000/10000/6300/6232/0910e612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6300/6232/5aece428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/6300/6232/42c78384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/6300/6232/c2441eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Gibsonia - Pittsburgh North [](https://www.expedia.ca/Pittsburgh-Hotels-Quality-Inn-Suites-North.h6232.Hotel-Information) Gibsonia 6.0/10 (635 reviews) "Old peeling paint, poor parking." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louis CA $110 CA $126 total includes taxes & fees Feb 12 - Feb 13 [](https://www.expedia.ca/Pittsburgh-Hotels-Quality-Inn-Suites-North.h6232.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/dcb88094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/e680aa37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/b90a38e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/cef9dd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Pittsburgh Downtown [](https://www.expedia.ca/Pittsburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Pittsburgh-Downtown.h35030673.Hotel-Information) Downtown Pittsburgh 8.8/10 Excellent (877 reviews) "Courteous staff, great breakfast, clean, convenient location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina CA $146 CA $166 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Pittsburgh-Downtown.h35030673.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91750000/91744700/91744621/cb7c7f86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91750000/91744700/91744621/7aafdc24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91750000/91744700/91744621/7aaea6ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91750000/91744700/91744621/cd0c17cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entertainment Dream Home + Hot Tub + Outdoor Theater + Games + Firepit + DT View [](https://www.expedia.ca/Pittsburgh-Hotels-New-Insta-Worthy-Modern-Oasis-Awaits-LuxBnB-W-Skyline-Views.h91744621.Hotel-Information) North Side 10/10 Exceptional (22 reviews) "Very user friendly and close to all attractions of the city" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon G. CA $207 CA $674 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-New-Insta-Worthy-Modern-Oasis-Awaits-LuxBnB-W-Skyline-Views.h91744621.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/0ecdbf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/3d95c2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/b18fd72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/2eae9252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Venice - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Venice-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238692.Hotel-Information) North Side CA $179 CA $233 total includes taxes & fees Feb 6 - Feb 7 [](https://www.expedia.ca/Pittsburgh-Hotels-Venice-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238692.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/ffa19dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/6100786b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/7ec69589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122120000/122111600/122111546/ed74344f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rome Room - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Rome-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122111546.Hotel-Information) North Side CA $179 CA $233 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Rome-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122111546.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122239000/122238914/9834ecc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122239000/122238914/fe3a8940.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122240000/122239000/122238914/4e3fa660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122239000/122238914/d25ade92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Naples 2 story suite -Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Naples-2-Story-Suite-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238914.Hotel-Information) North Side CA $179 CA $233 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Naples-2-Story-Suite-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238914.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122223600/122223539/b9166ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122223600/122223539/c7036cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122230000/122223600/122223539/50e287ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122223600/122223539/abed4d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Siena Room -Villagio Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-The-Siena-Room-Villagio-Hotel-WALK-To-STADIUM-FREE-PARKING.h122223539.Hotel-Information) North Side CA $179 CA $233 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Siena-Room-Villagio-Hotel-WALK-To-STADIUM-FREE-PARKING.h122223539.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/f3d3b9ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/d0fe9f0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/ab173b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122225100/122225089/f48e15da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florence Room - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Florence-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122225089.Hotel-Information) North Side CA $179 CA $233 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Florence-Room-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122225089.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122230000/122227100/122227089/3de393c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122230000/122227100/122227089/9efb760b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122230000/122227100/122227089/15367f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/123000000/122230000/122227100/122227089/473c4b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amafli - Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Amafli-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122227089.Hotel-Information) North Side CA $179 CA $233 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Amafli-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122227089.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=2026-02-19&endDate=2026-02-20®ionId=6343589&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top South Side Flats Hotel Reviews ## 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) - [Hotels near Acrisure Stadium ](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Allentown ](https://www.expedia.ca/Allentown-Pittsburgh-Hotels-Beach-Hotel.0-n804083854521090048-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Allentown ](https://www.expedia.ca/Allentown-Pittsburgh-Hotels-Boutique-Hotel.0-n804083854521090048-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Allentown ](https://www.expedia.ca/Allentown-Pittsburgh-Hotels-Golf-Hotel.0-n804083854521090048-0-tGolfHotel.Travel-Guide-Filter-Hotels) - 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