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) # Find Winery Hotels in South Side Flats, PA from CA $128 - ![](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 [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 31 - Jan 1](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6343589&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for South Side Flats hotels with winery ![Lobby](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/dcb88094.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) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/0204f406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/36000000/35040000/35030700/35030673/b9cd430b.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 (861) "The staff was fantastic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $146 CA $167 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Fairfield-Inn-Suites-By-Marriott-Pittsburgh-Downtown.h35030673.Hotel-Information) ![Premium Room](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/6e14794a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Courtyard View](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/ecadac1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/a60c09ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Courtyard View](https://images.trvl-media.com/lodging/37000000/36050000/36047400/36047368/61c1f6f1.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 (72) "Large comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tony CA $135 CA $154 total includes taxes & fees Jan 26 - Jan 27, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Parador-Inn.h36047368.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109830000/109827200/109827149/287668b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/110000000/109830000/109827200/109827149/ef42c97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109830000/109827200/109827149/6673d0bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109830000/109827200/109827149/8acd8145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ENTIRE Big Home Close To Events-2 Family Rooms-Kid Friendly-PrivatePatio&Firepit [](https://www.expedia.ca/Pittsburgh-Hotels-Yinzers-Getaway-Pettsburgh.h109827149.Hotel-Information) Lawrenceville 9.8/10 Exceptional (9) "We enjoyed our stay.Home was perfect for our needs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) john D. [](https://www.expedia.ca/Pittsburgh-Hotels-Yinzers-Getaway-Pettsburgh.h109827149.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972726/72d0c587.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972726/540e9921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972726/6195ecc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77980000/77972800/77972726/a88a25ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio with Unique Charm in Private Setting [](https://www.expedia.ca/Cozy-Studio-With-Unique-Charm-In-Private-Setting.h77972726.Hotel-Information) South Park 10/10 Exceptional (72) "Everything was perfect. Will stay there next trip to see family. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joyce P. CA $178 CA $281 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Cozy-Studio-With-Unique-Charm-In-Private-Setting.h77972726.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72300000/72291600/72291555/a2b91a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/73000000/72300000/72291600/72291555/72dc24d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72300000/72291600/72291555/a4a39568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72300000/72291600/72291555/6d07f52d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parking - Walkable - GroupStays - Washer [](https://www.expedia.ca/Pittsburgh-Hotels-Full-Fitting-Apt-GroupStays-Sleeps-6.h72291555.Hotel-Information) North Side 9.4/10 Exceptional (3) "Great location, great hosts, and great apartment!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly J. CA $130 CA $347 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Full-Fitting-Apt-GroupStays-Sleeps-6.h72291555.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) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/6300/6232/78079915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/6300/6232/685eb1e0.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/f14f819a.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 (626) "super clean ,very comfortable stay.will stay again when in area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark CA $113 CA $128 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Quality-Inn-Suites-North.h6232.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/34b3db14.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/ae74970c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/c12dddb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71610000/71600300/71600264/d3ab11e8.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) "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 $89 CA $243 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Comfortable-And-Quiet-Private-Guest-Unit-With-Free-Parking-Space.h71600264.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122240000/122237000/122236967/e8928b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122240000/122237000/122236967/d1ca9f3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122237000/122236967/52e48d7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122237000/122236967/114ccc24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alps 2 bedroom suite -Villagio Boutique Hotel ★WALK to STADIUM ★FREE PARKING [](https://www.expedia.ca/Pittsburgh-Hotels-Alps-2-Bedroom-Suite-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122236967.Hotel-Information) North Side CA $185 CA $240 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Alps-2-Bedroom-Suite-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122236967.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/123000000/122230000/122223600/122223539/0231bdf6.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) ### 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 $142 CA $192 total includes taxes & fees Jan 28 - Jan 29, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-The-Siena-Room-Villagio-Hotel-WALK-To-STADIUM-FREE-PARKING.h122223539.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/3d95c2bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/00f1c3eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122240000/122238700/122238692/3618f91c.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 $152 CA $203 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Pittsburgh-Hotels-Venice-Villagio-Boutique-Hotel-WALK-To-STADIUM-FREE-PARKING.h122238692.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=2026-01-13&endDate=2026-01-14®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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