Title: South Side Castles from CA $127 | 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)

# Search Castles in South Side from CA $127

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## Check prices for these dates

Next weekend

[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)

In two weeks

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6343590&startDate=2026-01-23&endDate=2026-01-25&adults=2&lodging=CASTLE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select South Side Castles

No exact matches found, but these alternatives could be just right

## Recommended hotels in South Side

![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)

![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)

![Property amenity](https://images.trvl-media.com/lodging/4000000/3450000/3445800/3445705/9c8a83b6.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

(1007)

"We had a great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sandra

CA $137

CA $156 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Pittsburgh-Hotels-SpringHill-Suites-By-Marriott-Pittsburgh-Southside-Works.h3445705.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108420000/108410300/108410220/ef354d9e.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)

![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

(9)

"Good location right of East Carson. Enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emma P.

[](https://www.expedia.ca/Pittsburgh-Hotels-CozyModern-2Bdr-Apt-PIttsburgh.h108410220.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/bfebd685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/914500/914423/49924f04.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)

### Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

South Side Flats

7.2/10

Good

(1021)

"clean room and good location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Roman

CA $111

CA $127 total

includes taxes & fees

Dec 4 - Dec 5

[](https://www.expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/a41b362d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/4ae38094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/fb84603e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121240000/121235700/121235700/65fb5873.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-Friendly Southside Getaway - Sleeps 12

South Side Slopes

CA $131

CA $736 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Pittsburgh-Hotels-Pet-Friendly-Southside-Getaway-Sleeps-12.h121235700.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5530000/5522800/5522759/9fbc5049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HYATT house Pittsburgh-South Side

South Side Flats

8.6/10

Excellent

(1007)

"This is a great hotel to stay at, always have great service and it’s in an awesome area!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Conner

CA $178

CA $203 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Pittsburgh-Hotels-HYATT-House-Pittsburgh-South-Side.h5522759.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)

![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)

![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)

### King Bed | Free Parking | Arcade | Fire Pit

South Side Flats

10/10

Exceptional

(22)

"Very comfortable"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deanna

CA $183

CA $512 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Pittsburgh-Hotels-King-Bed-Free-Parking-Arcade.h96961617.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/d83dc43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/835429a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/4fafaecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122780000/122778700/122778621/db8c87e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 3BR Skyline Retreat w/ Rooftop Deck + Free Parking + Views

South Side Slopes

CA $173

CA $478 total

includes taxes & fees

Dec 2 - Dec 3

[](https://www.expedia.ca/Pittsburgh-Hotels-Modern-3BR-Skyline-Retreat-W-Rooftop-Deck-Free-Parking-Views.h122778621.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99780000/99777000/99776944/94fc5be6.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)

![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

(4)

"our stay was great, the space was everything that was advertised and more. We especially loved the views of Pittsburgh constantly surrounding us. To have the four different porches was astounding. It suited us to hold us for the funeral of my brother which was why we were in Pittsburgh. I would highly recommend this spot for a big group needing a wonderful convenient spot in Pittsburgh. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sandy S.

CA $182

CA $585 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Pittsburgh-Hotels-City-Skyline-Outside-Decks-Contemporary.h99776944.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/275fb4d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113640000/113630700/113630660/ef7c91ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub | King Bed | Games | Free Parking

South Side Flats

10/10

Exceptional

(4)

"Perfect vibes for a small girls trip. Great location. Such a fun place, thanks for the small details!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sara P.

CA $197

CA $529 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Pittsburgh-Hotels-Hot-Tub-King-Bed-Free-Parking-Arcade.h113630660.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)

![TV, stereo](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/1bef76fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/9d224d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/122000000/121220000/121217200/121217187/44bc8378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2615 Jane Down - Southside

South Side Flats

10/10

Exceptional

(1)

"Location was excellent. The place was very nice, we had a great time."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Leah W.

CA $122

CA $301 total

includes taxes & fees

Dec 7 - Dec 8

[](https://www.expedia.ca/Pittsburgh-Hotels-2615-Jane-Down-Southside.h121217187.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/w1015h683x8y0-8d130a9f.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/90000000/89780000/89777600/89777580/022e6d1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/67c310a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89780000/89777600/89777580/dc95300f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Industrial Chic Studio-Modern Comfort in the Burgh

South Side Flats

9.6/10

Exceptional

(5)

"I had a conference in station square, so this location was in perfect walking distance. I had a blast exploring the riverfront, local restaurants and bars, etc. It was incredibly easy to get into downtown via bus and/or train. The apartment itself was clean, exactly as described, and pleasant to be in. Would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lucas R.

CA $93

CA $192 total

includes taxes & fees

Dec 3 - Dec 4

[](https://www.expedia.ca/Pittsburgh-Hotels-Trendy-Hip-South-Side-Studio-Walk-To-Downtown.h89777580.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107830000/107827600/107827506/f3927214.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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

chad s.

CA $122

CA $460 total

includes taxes & fees

Dec 2 - Dec 3

[](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/84000000/83570000/83566200/83566134/391c97af.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)

![3 bedrooms, in-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/84000000/83570000/83566200/83566134/cc668348.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)

### Carey Cottage 🏡 - Cozy 3BR Stay in ❤️ of Southside!

South Side Flats

7.8/10

Good

(8)

"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! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nathan H.

CA $63

CA $336 total

includes taxes & fees

Dec 3 - Dec 4

[](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/72000000/71430000/71422200/71422167/b9c09e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/7f8a2525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/5798aa4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/72000000/71430000/71422200/71422167/b07a92c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Historic Gem\* Heart of Southside-Sleeps 10

South Side Flats

9.4/10

Exceptional

(23)

"Nice location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon M.

CA $204

CA $394 total

includes taxes & fees

Dec 5 - Dec 6

[](https://www.expedia.ca/Pittsburgh-Hotels-Historic-Gem-Heart-Of-Southside-Sleeps-10.h71422167.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/84000000/83320000/83313300/83313227/89ff83b3.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)

![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/c109361f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Traveler's Rest Hotel

South Side Flats

9.6/10

Exceptional

(91)

"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.ca/Pittsburgh-Hotels-Travelers-Rest-Hotel.h83313227.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/49d8d6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/37958b15.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/114000000/113220000/113216000/113215938/c41c006f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/114000000/113220000/113216000/113215938/b0360537.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Speakeasy - Stylish 1-BR w/ Roaring 20s Charm!

South Side Flats

8.0/10

Very good

(1)

"It was a nice and beautiful place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa B.

CA $139

CA $245 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-The-Speakeasy.h113215938.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/010bd973.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/2271a915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/90000000/89740000/89732300/89732206/6eb1b39e.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/90000000/89740000/89732300/89732206/9fd2fc8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carey Way Quarters - Explorer's Dream Pad

South Side Flats

CA $146

CA $253 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Explorers-Dream-Pad.h89732206.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/16b36819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/1f5c233b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/2abaaa45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103410000/103409700/103409625/98479995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Carey Way Quarters – Modern 2BR Near Carson Street

South Side Flats

9.0/10

Wonderful

(8)

"Great home in the heart of Southside Pittsburgh. Nice roomy location, extremely comfortable beds a quiet location, close to restaurants, shops and Southside Park. We’d definitely stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michele E.

CA $219

CA $376 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Pittsburgh-Hotels-Carey-Way-Quarters-Modern-2-Bedroom.h103409625.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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73040000/73032000/73031981/9cb6c2d5.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

(32)

"This house worked excellent for our family to stay for the weekend for college graduation. Perfect location to get around and see South Side."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael P.

CA $63

CA $337 total

includes taxes & fees

Dec 1 - Dec 2

[](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/91000000/90020000/90011500/90011428/3ca4b039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/w2079h1170x0y0-645cff29.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)

![Dining](https://images.trvl-media.com/lodging/91000000/90020000/90011500/90011428/a94b7dcc.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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric A.

CA $449

CA $931 total

includes taxes & fees

Dec 2 - Dec 3

[](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=2025-12-11&endDate=2025-12-12&regionId=6343590&adults=2&lodging=CASTLE&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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[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

![Wyndham Grand Pittsburgh Downtown](https://images.trvl-media.com/lodging/1000000/30000/25600/25509/14f19a0a_y.jpg)

### Wyndham Grand Pittsburgh Downtown

10/10 Excellent

"Very nice hotel in a great location. Beautiful pool."

[](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Grand-Pittsburgh-Downtown.h25509.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

"Excellent room and excellent service. Great bar/restaurant in the hotel and Pittsburgh folks are friendly and awesome to hang out with. "

[](https://expedia.ca/Pittsburgh-Hotels-Marriott-Pittsburgh-City-Center-Hotel.h43447.Hotel-Information)

![Omni William Penn Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2998/c923b3f2_y.jpg)

### Omni William Penn Hotel

10/10 Excellent

"This hotel is amazing"

[](https://expedia.ca/Pittsburgh-Hotels-Omni-William-Penn-Hotel.h2998.Hotel-Information)

![Cambria Hotel Pittsburgh - Downtown](https://images.trvl-media.com/lodging/4000000/3910000/3907800/3907735/7ebc27be_y.jpg)

### Cambria Hotel Pittsburgh - Downtown

10/10 Excellent

"Yes and yes! "

[](https://expedia.ca/Pittsburgh-Hotels-Cambria-Hotel-Pittsburgh-Downtown.h3907735.Hotel-Information)

![TRYP by Wyndham Pittsburgh/Lawrenceville](https://images.trvl-media.com/lodging/34000000/33230000/33229300/33229225/dde48ad1_y.jpg)

### TRYP by Wyndham Pittsburgh/Lawrenceville

10/10 Excellent

"flawless execution once we arrived and left the car for parking"

[](https://expedia.ca/Pittsburgh-Hotels-TRYP-By-Wyndham-PittsburghLawrenceville.h33229225.Hotel-Information)

![Hilton Garden Inn Pittsburgh Downtown](https://images.trvl-media.com/lodging/10000000/9380000/9378100/9378026/c02cf3a6_y.jpg)

### Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent

"We didn’t have breakfast or knew where it was if there any available. We only saw lobby coffee."

[](https://expedia.ca/Pittsburgh-Hotels-Hilton-Garden-Inn-Pittsburgh-Downtown.h9378026.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

"We asked to change the towels and the cleaner lady cleaned whole room. We ordered 10 min before kitchen close , and Izzy from the cafe was very nice. We extended a day and the reception gentleman took care very nice and we didn’t have any problem. Overall, they are nice people working there"

[](https://expedia.ca/Pittsburgh-Hotels-Wyndham-Pittsburgh-University-Center.h3215.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 and property were very clean. The hotel is located in a very convenient location. I look forward to staying at this hotel again sometime. "

[](https://expedia.ca/Pittsburgh-Hotels-Holiday-Inn-Express-Hotel-Suites-Pittsburgh-South-Side.h914423.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

"Amazing staff at check in. Gorgeous view from the room. "

[](https://expedia.ca/Pittsburgh-Hotels-Sheraton-Pittsburgh-Hotel-At-Station-Square.h20319.Hotel-Information)

## Find out more about South Side

## South Side Castles information

| Number of reviews | 3,248 |
| --- | --- |
| Accommodation | 2 Castles |
| Lowest Price | CA $127 |
| Highest Price | CA $931 |

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-   [Hotels with Waterslides in South Side Flats](https://www.expedia.ca/South-Side-Flats-Pittsburgh-Hotels-Hotels-With-Waterslides.0-n6343589-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels)
-   [Pet-Friendly Hotels in South Side Flats](https://www.expedia.ca/South-Side-Flats-Pittsburgh-Hotels-Pet-Friendly-Hotel.0-n6343589-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
-   [Spa Hotels in South Side Flats](https://www.expedia.ca/South-Side-Flats-Pittsburgh-Hotels-Spa-Hotel.0-n6343589-0-tSpaHotel.Travel-Guide-Filter-Hotels)
-   [South Side Flats Hotels](https://www.expedia.ca/South-Side-Flats-Pittsburgh-Hotels.0-n6343589-0.Travel-Guide-Filter-Hotels)
-   [Hotels with Bar in South Side Slopes](https://www.expedia.ca/South-Side-Slopes-Pittsburgh-Hotels-Hotels-With-Bar.0-n6343588-0-tHotelswithBar.Travel-Guide-Filter-Hotels)
-   [Hotels with smoking rooms in South Side Slopes](https://www.expedia.ca/South-Side-Slopes-Pittsburgh-Hotels-Hotels-With-Smoking-Rooms.0-n6343588-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels)
-   [Romantic Hotels in South Side Slopes](https://www.expedia.ca/South-Side-Slopes-Pittsburgh-Hotels-Romantic-Hotel.0-n6343588-0-tRomanticHotel.Travel-Guide-Filter-Hotels)
-   [Waterpark Hotels in South Side Slopes](https://www.expedia.ca/South-Side-Slopes-Pittsburgh-Hotels-Waterpark-Hotels.0-n6343588-0-tWaterparkHotels.Travel-Guide-Filter-Hotels)
-   [South Side Slopes Hotels](https://www.expedia.ca/South-Side-Slopes-Pittsburgh-Hotels.0-n6343588-0.Travel-Guide-Filter-Hotels)
-   [St. Clair Hotels](https://www.expedia.ca/St-Clair-Pittsburgh-Hotels.0-n804081561040011264-0.Travel-Guide-Filter-Hotels)
-   [Terrace Village Hotels](https://www.expedia.ca/Terrace-Village-Pittsburgh-Hotels.0-n804080730279682048-0.Travel-Guide-Filter-Hotels)
-   [Condo Rentals in Westfield Station](https://www.expedia.ca/Westfield-Station-Condos.d6245979-aaCondos.Travel-Guide-Accommodation)
-   [Aparthotels in Wood Street Station](https://www.expedia.ca/Wood-Street-Station-Apart-Hotels.d6245476-aaApartHotels.Travel-Guide-Accommodation)

-   [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)