Title: South Side Castles | 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/473000/473595-South-Side-Pittsburgh.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Castles in South Side ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select South Side Castles We don't have any properties that match your exact search [See all properties in South Side](https://expedia.ca/Hotel-Search?startDate=2025-10-22&endDate=2025-10-23®ionId=6343590&adults=2) ## Recommended hotels in South Side ![Exterior](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/89ff83b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Grand Suite, Multiple Beds, Ensuite, Corner | Living area](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/f6947031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Traveler's Rest Hotel South Side Flats 9.6/10 Exceptional (84) "Would stay again!" CA $152 CA $174 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information) ![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/1000000/920000/914500/914423/81ee4892.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) ![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) ### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG South Side Flats 7.2/10 Good (1004) "Well organized stay " CA $110 CA $126 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/852bc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/9c8a83b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/fdeac566.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/f1e658e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Pittsburgh Southside Works South Side Flats 8.4/10 Very good (1002) "It was a nice stay for the Pokemon regional." CA $195 CA $223 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Southside-Works.h3445705.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/e4b22c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/914b4807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/91fde5e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/9482fe0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house Pittsburgh-South Side South Side Flats 8.6/10 Excellent (1002) "We have stayed at this property for several years, It is always clean and comfortable. The breakfast is good too! " CA $236 CA $269 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pittsburgh-Hotels-HYATT-House-Pittsburgh-South-Side.h5522759.Hotel-Information) ![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) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70900000/70891100/70891071/a7151c01.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) ### Kasa South Side Pittsburgh South Side Flats 8.2/10 Very good (99) "Clean great views hotel " CA $136 CA $245 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-Kasa-Pittsburgh-South-Side.h70891071.Hotel-Information) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/e1e42fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/f00a6dc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/535f5be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/4921b241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy&Modern 2Bdr Apt PIttsburgh South Side Flats 10/10 Exceptional (7) "Good location right of East Carson. Enjoyed our stay." CA $183 CA $238 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Pittsburgh-Hotels-CozyModern-2Bdr-Apt-PIttsburgh.h108410220.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/2272ada4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/c4ea03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/44bc8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/2e05cd9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2615 Jane Down - Southside South Side Flats CA $111 CA $157 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Pittsburgh-Hotels-2615-Jane-Down-Southside.h121217187.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/c908e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/18ba3244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/84ae5f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/97000000/96970000/96961700/96961617/cdbd3c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed | Free Parking | Arcade | Fire Pit South Side Flats 10/10 Exceptional (20) "Very comfortable" CA $181 CA $514 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/571ca5c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/5e3f229c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/d88ba016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83630000/83624400/83624321/72bfb588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⁂ Cozy Nook off Carson - Free Parking & Private Entry ⁂ South Side Flats 9.6/10 Exceptional (11) "Tom was thorough, polite and extremely quick to answer any questions I had. You can’t beat the location with so many great restaurants and bars within walking distance. Definitely recommend! " CA $63 CA $284 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-E-Carson-Cottage-Heart-Of-Southside-Flats.h83624321.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/c67a9a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/b9406e78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/4e10069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114880000/114877800/114877763/76b6c5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom house with AC, WiFi in lovely Pittsburgh Southside South Side Flats 7.0/10 Good (4) "Very well organized and clean. Host was quick to communicate and helpful." CA $70 CA $328 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-Charming-1-Bedroom-House-With-AC.h114877763.Hotel-Information) ![4 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/8567eac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/2bb31632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/ee236d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/25467d22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### City Skyline - Outside decks - Contemporary South Side Slopes 10/10 Exceptional (3) "House was perfect for our small gathering of family and friends. We lived out on the decks where the view is spectacular. Host could not have been better. Thanks for a perfect stay!" CA $180 CA $579 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/391c97af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/5509c5e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/bef77efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/188ba8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside! South Side Flats 7.6/10 Good (7) "Tom was very communicative during the whole stay and had great recommendations! We loved the place, well situated on the South side for easy walking along Carson. Wonderful time in Pittsburgh! " CA $70 CA $343 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Cottage-Cozy-3BR-Stay-In-Of-Southside.h83566134.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/102de5a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/f2ee5b09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/83de63be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/e4855d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carey Way Quarters - Explorer's Dream Pad South Side Flats CA $137 CA $242 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Explorers-Dream-Pad.h89732206.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/6357c788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/e4fd6eae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/859d3fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, books, offices](https://images.trvl-media.com/lodging/88000000/87370000/87368800/87368723/06ec18cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed | Free Parking | BBQ | Fire pit | Arcade South Side Flats 9.6/10 Exceptional (63) "Great place, modern, clean, exactly as advertised. Great communication, very responsive host and very proactive with helpful info. Highly recommend! " CA $141 CA $470 total includes taxes & fees Oct 29 - Oct 30 [](https://www.expedia.ca/Pittsburgh-Hotels-Posh-4-Bedroom-On-Carson-St-W-Pro-Cleaning.h87368723.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/5ddd4229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/7e4b32a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/058c641f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/1cacee3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️Cozy Townhome on Carey with Private Deck Space ❤️ South Side Flats 8.2/10 Very good (29) "got a lil warm in the house the first night but over all a great place" CA $56 CA $326 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Chateau-A-Luxury-Stay-In-The-South-Side.h73031981.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/d6c4537c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/275fb4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/16c9f495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/a7475201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub | King Bed | Games | Free Parking South Side Flats 10/10 Exceptional (2) "Very clean! Amenities were fantastic Really loved the backyard with the hot tub. Quiet area and loved being able to walk to the local bars/restaurants. Brandon was always a text away. Parking was also easy. Would definitely stay there again." CA $179 CA $505 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Pittsburgh-Hotels-Hot-Tub-King-Bed-Free-Parking-Arcade.h113630660.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/4f5d5fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/73ee684a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/c6653d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112980000/112970900/112970868/0cc6e416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### South Side Vibe! Pittsburgh's best location South Side Flats 9.4/10 Exceptional (8) "It was an amazing place centerally located " CA $100 CA $303 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pittsburgh-Hotels-South-Side-Vibe-Pittsburghs-Best-Location.h112970868.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/4329842d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/d0dc13c9.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/108000000/107830000/107827600/107827506/968d922c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/b598a374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### King Bed - BBQ & Hot Tub - Centrally Located South Side Flats 8.0/10 Very good (2) "It was an excellent stay and a very accurate property description. " CA $160 CA $505 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Pittsburgh-Hotels-3bd-BBQ-Hot-Tub-Centrally-Located.h107827506.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/d9243391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/42d27e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/9c478638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/96000000/95820000/95813800/95813715/10e1de25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southside Slopes Crash Pad - Off Street Parking South Side Slopes 7.8/10 Good (12) "Overall cozy visit. The off street parking was key and the owner communicated well" CA $269 CA $475 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Pittsburgh-Hotels-Urban-Oasis-3BR2BA-City-View-Private-Parking.h95813715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/3ca4b039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/a94b7dcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/6459ce66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/69a469c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Hillside Home with Incredible City Views!! Great Location and Privacy! South Side Slopes 10/10 Exceptional (14) "Great stay! Very good location to get to the city and great restaurants. Amazing view! The host was very nice and great to work with. " CA $502 CA $1,010 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Pittsburgh-Hotels-Incredible-Views-Perfect-Combination-Of-Luxury-And-Entertainment.h90011428.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=2025-10-22&endDate=2025-10-23®ionId=6343590&adults=2&lodging=CASTLE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Castles.d6343590-aaCastles.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSouth-Side-Castles.d6343590-aaCastles.Travel-Guide-Accommodation) ## Top South Side Hotel Reviews ![DoubleTree by Hilton Pittsburgh - Green Tree](//images.trvl-media.com/lodging/1000000/20000/12400/12343/ea79878f_y.jpg) ### DoubleTree by Hilton Pittsburgh - Green Tree 10/10 Excellent "Great room and super friendly staff at the front desk. Excellent staff." [](https://expedia.ca/Pittsburgh-Hotels-Doubletree-By-Hilton-Pittsburgh-Greentree.h12343.Hotel-Information) ![Drury Plaza Hotel Pittsburgh Downtown](//images.trvl-media.com/lodging/16000000/15180000/15178500/15178439/9183e33f_y.jpg) ### Drury Plaza Hotel Pittsburgh Downtown 10/10 Excellent "." [](https://expedia.ca/Pittsburgh-Hotels-Drury-Plaza-Hotel-Pittsburgh-Downtown.h15178439.Hotel-Information) ![Wyndham Grand Pittsburgh Downtown](//images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg) ### Wyndham Grand Pittsburgh Downtown 10/10 Excellent "We really liked the pool and appreciated they stayed open the additional half and hour. The whole building was extremely clean and welcoming. We like the added security of the key in the elevator. The only problem we encountered was paying to park. We had no idea we would need the additional $70 to park for a 2 night stay. " [](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.Hotel-Information) ![Sheraton Pittsburgh Hotel at Station Square](//images.trvl-media.com/lodging/1000000/30000/20400/20319/ae616b8b_y.jpg) ### Sheraton Pittsburgh Hotel at Station Square 10/10 Excellent "Location is in a quiet, charming area with easy access from and to the highway." [](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information) ![Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3950/3a4a5e06_y.jpg) ### Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG 10/10 Excellent "Good stay and great breakfast." [](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Suites-Pittsburgh-West-Greentree.h3950.Hotel-Information) ![Joinery Hotel Pittsburgh, Curio Collection by Hilton](//images.trvl-media.com/lodging/18000000/17910000/17900800/17900777/6b099d23_y.jpg) ### Joinery Hotel Pittsburgh, Curio Collection by Hilton 10/10 Excellent "Clean room, very cozy! " [](https://expedia.ca/Pittsburgh-Hotels-Distrikt-Hotel-Pittsburgh.h17900777.Hotel-Information) ![Cambria Hotel Pittsburgh - Downtown](//images.trvl-media.com/lodging/4000000/3910000/3907800/3907735/7ebc27be_y.jpg) ### Cambria Hotel Pittsburgh - Downtown 10/10 Excellent "Nice staff. We arrived early and were able to check in early" [](https://expedia.ca/Pittsburgh-Hotels-Cambria-Hotel-Pittsburgh-Downtown.h3907735.Hotel-Information) ![Kimpton Hotel Monaco Pittsburgh by IHG](//images.trvl-media.com/lodging/9000000/8650000/8645100/8645076/2ee575df_y.jpg) ### Kimpton Hotel Monaco Pittsburgh by IHG 10/10 Excellent "Great location next to a park and within easy walking distance to the Culture and Strip Districts" [](https://expedia.ca/Pittsburgh-Hotels-Kimpton-Hotel-Monaco-Pittsburgh.h8645076.Hotel-Information) ![Homewood Suites by Hilton Pittsburgh Downtown](//images.trvl-media.com/lodging/13000000/12440000/12435100/12435017/48a1d3a1_y.jpg) ### Homewood Suites by Hilton Pittsburgh Downtown 10/10 Excellent "Top notch staff, great location and great service." [](https://expedia.ca/Pittsburgh-Hotels-Homewood-Suites-By-Hilton-Pittsburgh-Downtown.h12435017.Hotel-Information) ## Find out more about South Side ## South Side Castles information | Number of reviews | | | --- | --- | | Accommodation | Castles | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Other - More ways to book - [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) - [5 Star Hotels in St. Clair](https://www.expedia.ca/5Star-St-Clair-Pittsburgh-Hotels.s50-n804081561040011264-0.Travel-Guide-Filter-Hotels) - [Hotels near Acrisure Stadium](https://www.expedia.ca/Acrisure-Stadium-Hotels.0-l6058087-0.Travel-Guide-Filter-Hotels) - [B&B in Allegheny County](https://www.expedia.ca/Allegheny-County-Bed-And-Breakfast.d553248635083907360-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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[Flights to Pittsburgh](https://www.expedia.ca/Cheap-Flights-To-Pittsburgh.d601717.Travel-Guide-Flights) - [Ppg Paints Arena](https://www.expedia.ca/PPG-Paints-Arena-Downtown-Pittsburgh.d6140367.Vacation-Attraction) - [Visit Bluff](https://www.expedia.ca/Pittsburgh-Bluff.dx553248634333003951) - [Visit Downtown Pittsburgh](https://www.expedia.ca/Pittsburgh-Downtown-Pittsburgh.dx6057662) - [Visit South Side Flats](https://www.expedia.ca/Pittsburgh-South-Side-Flats.dx6343589) - [Visit Terrace Village](https://www.expedia.ca/Pittsburgh-Terrace-Village.dx804080730279682048) - [Pittsburgh Vacations](https://www.expedia.ca/Pittsburgh.d601717.Destination-Travel-Guides) - [Visit Pittsburgh](https://www.expedia.ca/Pittsburgh.dx601717) - [Things to do in Pittsburgh](https://www.expedia.ca/Things-To-Do-In-Pittsburgh.d601717.Travel-Guide-Activities) - [Book Castles in South Side on Expedia.com](https://www.expedia.com/South-Side-Castles.d6343590-aaCastles.Travel-Guide-Accommodation)