Top 10 Casino Hotels & Accommodation in South Side

A park with autumn trees, a bridge, and a building labeled UPMC in the background.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on South Side Casino Hotels

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for South Side hotels with a casino

A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".

A modern dining area with high tables and chairs, large windows, and artwork on the walls.

A hotel reception desk with a modern design, a large blue geometric wall art piece, and a wooden partition.

A hotel room with two beds, a desk, and a chair.

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

South Side Flats

Gustavo

AU$137

includes taxes & fees

16 Nov - 17 Nov

A modern dining area with a round table, chairs, and a sofa. There are large windows providing natural light and a view of the outdoors.

A gym with weightlifting equipment, treadmills, and exercise bikes.

A hotel room with a bed, desk, chair, and a small table with a tray.

A multi-story hotel with a brick facade and a flat roof.

2. SpringHill Suites by Marriott Pittsburgh Southside Works

South Side Flats

Shane

AU$200

includes taxes & fees

9 Nov - 10 Nov

A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

A hotel room with a bed, a desk, a chair, a wardrobe, and a mirror.

A laundry room with a front-loading washing machine and dryer, a mop, and a broom.

A narrow stairway leading to a door with a green frame, a metal vent on the wall, and a brick wall.

3. Carey Way Quarters - Explorer's Dream Pad

South Side Flats

AU$259

includes taxes & fees

13 Nov - 14 Nov

A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

A two-story building with a red brick facade and a blue upper story.

A dining area with a wooden table and chairs, a vase with flowers, and a patterned rug.

4. Carey Way Quarters – Modern 2BR Near Carson Street

South Side Flats

Corey E.

AU$344

includes taxes & fees

7 Nov - 8 Nov

A rustic bar area with wooden walls, two stools, a barrel, and a hanging light fixture.

A bedroom with a bed, bedside table, dresser, and a large rug.

A cozy living room with a brown leather sofa, a wooden coffee table, and a patterned rug.

A hallway with a closed sign, wooden flooring, a small table, and a barrel.

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

South Side Flats

Alyssa B.

AU$397

includes taxes & fees

13 Nov - 14 Nov

A backyard with a fire pit, a white chair, a colorful wall, and a wooden fence.

A modern living room with a green sofa, a black armchair, and a wooden sculpture. There is a colorful arcade machine on the left and a window with a view of buildings outside.

A modern kitchen with wooden cabinets, a stainless steel dishwasher, and a built-in oven.

A modern kitchen with a large window, a wooden countertop, a stainless steel sink, and a neon sign.

6. Pittsburgh House with Hot Tub, Patio & Free Parking!

South Side Flats

Sara P.

AU$1,164

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with potted plants and a hanging fern.

A wooden kitchen table with a floral centerpiece, a glass dome with cookies, and a blue polka-dotted dish.

A building with a snow-covered entrance and a visible sign indicating a loading zone.

A patio with a fire pit, seating, and potted plants.

7. Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

South Side Flats

Kevin M.

AU$1,054

includes taxes & fees

29 Oct - 30 Oct

A kitchen with wooden cabinets, a dining table with a floral tablecloth, and a glass of wine.

A hallway with a grey sofa, a bed in the background, and a shower with a leaf-patterned curtain.

A staircase with wooden steps and a low ceiling warning sign.

A modern kitchen with wooden cabinets, a dishwasher, a coffee maker, and a microwave.

8. Carey Way Quarters – Stylish 3-Bedroom Loft!

South Side Flats

Kirk h.

AU$384

includes taxes & fees

6 Nov - 7 Nov

View all properties

Top South Side Hotel Reviews

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

8/10 Good

"pretty clean and ok location staff was very pleasant to work with and helpful"

Pittsburgh Marriott City Center

10/10 Excellent

"The wings down stairs amazing"

Wyndham Grand Pittsburgh Downtown

10/10 Excellent

"Great location and clean well maintained. Valet or nearby self parking. No free breakfast provided. Overall very good."

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

8/10 Good

"Easy check in Close to many things Quiet"

Hyatt Place Pittsburgh-North Shore

10/10 Excellent

"Parking was convenient, but an expensive extra cost due to the location near sports and entertainment venues."

Omni William Penn Hotel

10/10 Excellent

"enjoyed every element of the hotel."

SpringHill Suites by Marriott Pittsburgh Southside Works

10/10 Excellent

"Excellent location. Everything was spotless."

Hilton Garden Inn Pittsburgh Downtown

10/10 Excellent

"Thoroughly enjoyed our stay here we stayed for three nights. It was centrally located right next to the marketplace downtown which at the time was having Oktoberfest. It was really a good experience. The room was clean. We did not eat the breakfast. It was not included. But there was so many places to eat in walking distance there was no shortage of food. The room was very clean and the bar atmosphere was really nice"

Cambria Hotel Pittsburgh - Downtown

10/10 Excellent

"Check-in process was quick. Clean room and perfect location for the concert that we attended."

Room 1

Change your mind

Treat yourself

Be picky

Check availability on South Side Casino Hotels

Our top choices for South Side hotels with a casino

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

2. SpringHill Suites by Marriott Pittsburgh Southside Works

3. Carey Way Quarters - Explorer's Dream Pad

4. Carey Way Quarters – Modern 2BR Near Carson Street

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

6. Pittsburgh House with Hot Tub, Patio & Free Parking!

7. Big Dog Coffee's Little Red Cat/Historic Pittsburgh Home/FREE Parking Spaces

8. Carey Way Quarters – Stylish 3-Bedroom Loft!

9. Hotel Indigo Pittsburgh University-Oakland by IHG

10. Residence Inn Pittsburgh Oakland/University Place

Top South Side Hotel Reviews