South Side Farmstay

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

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Recommended hotels in South Side

A hotel entrance with a covered walkway, a bench, and a Holiday Inn Express sign.

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

South Side Flats

Donald

HK$742 total

includes taxes & fees

23 Nov - 24 Nov

An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

2. HYATT house Pittsburgh-South Side

South Side Flats

Christopher

HK$1,135 total

includes taxes & fees

2 Nov - 3 Nov

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

3. SpringHill Suites by Marriott Pittsburgh Southside Works

South Side Flats

Shane

HK$1,094 total

includes taxes & fees

2 Nov - 3 Nov

A red brick building with a sign reading "Traveler's Rest Hotel."

4. Traveler's Rest Hotel

South Side Flats

Amber

HK$851 total

includes taxes & fees

19 Nov - 20 Nov

A row of three-story townhouses with distinct architectural styles, including a red brick facade, a white wooden exterior, and a green and orange brick building.

5. 2615 Jane Down - Southside

South Side Flats

Bertha T.

HK$1,523 total

includes taxes & fees

27 Oct - 28 Oct

A living room with a fireplace, a television, and a dining area with a table and chairs.

6. HostWise Stays - Southside Gem – Patio, Smart TVs, Walk Everywhere

South Side Flats

Butch K.

HK$1,625 total

includes taxes & fees

27 Oct - 28 Oct

A modern building with a curved glass facade, a waterfront view, and a city skyline in the background.

7. Spacious 2BR South Side Retreat | Free Parking | Fast WiFi

South Side Slopes

HK$1,802 total

includes taxes & fees

1 Nov - 2 Nov

A gated residential area with brick buildings and a concrete driveway.

8. Iron City of South Side Flats Charming 2-bedroom Unit

South Side Flats

Manuel M.

HK$2,181 total

includes taxes & fees

27 Oct - 28 Oct

9. Steel City of South Side Flats Charming 2-Bedroom Unit

South Side Flats

Heather B.

HK$2,190 total

includes taxes & fees

27 Oct - 28 Oct

A living room with a fireplace, a television, and a sofa.

10. Budget 2BR Crash Pad - East Carson St and Parking

South Side Flats

A modern kitchen with a brick wall, white bar stools, and a dining area with a grey sofa.

11. Cozy&Modern 2Bdr Apt PIttsburgh

South Side Flats

Abby S.

HK$1,205 total

includes taxes & fees

27 Oct - 28 Oct

A dining area with a round table, white chairs, a hanging light fixture, a radiator, and a colorful cityscape painting on the wall.

12. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.

South Side Flats

Kyle S.

HK$1,801 total

includes taxes & fees

28 Oct - 29 Oct

A dining area with a table and chairs, a potted plant, and a wall-mounted light fixture.

13. Cozy Centralized 3bd 2bath House w/ Free Parking

South Side Flats

Mark W.

HK$4,720 total

includes taxes & fees

27 Oct - 28 Oct

An outdoor dining area with a wooden table and black chairs, surrounded by string lights and a white pergola.

14. Pittsburgh Pennsylvania house

South Side Flats

Adrian C.

HK$2,453 total

includes taxes & fees

2 Nov - 3 Nov

An outdoor deck with a fire feature, seating, and a view of the city at night.

15. City Skyline - Outside decks - Contemporary

South Side Slopes

Mary H.

HK$3,226 total

includes taxes & fees

27 Oct - 28 Oct

A modern kitchen with white cabinets, a stainless steel dishwasher, a microwave, and a black countertop.

16. Pittsburgh’s Newest Jacuzzi & Fire Pit Urban Lodge

Allentown

John

HK$2,512 total

includes taxes & fees

2 Nov - 3 Nov

A hallway with wooden doors leading to a bedroom with a bed and a ceiling fan.

17. Cozy Loft Studio in a Triplex, near SouthSideWorks

South Side Flats

Clay B.

HK$1,263 total

includes taxes & fees

1 Nov - 2 Nov

A building with a white garage door, a window with a view of a building, and a brick facade.

18. Industrial Chic Studio-Modern Comfort in the Burgh

South Side Flats

Rich D.

HK$1,518 total

includes taxes & fees

1 Nov - 2 Nov

A row of brick townhouses with front porches, a small garden, and a visible mailbox.

19. Central 5BD Getaway - Spacious Home w/ BBQ

South Side Flats

Eric G.

HK$5,096 total

includes taxes & fees

27 Oct - 28 Oct

A neatly made bed with a unique towel arrangement, a headboard, and a decorative wall piece.

20. Historic Gem Heart of Southside-Sleeps 10

South Side Flats

hans e.

HK$2,564 total

includes taxes & fees

27 Oct - 28 Oct

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Top South Side Hotel Reviews

The Landing Hotel at Rivers Casino

8/10 Good

"I really liked that I could watch the river and train traffic from the room. The breakfasts were good with very friendly staff. Valet staff even offered to help load up the car when we were leaving. Our last stay was over Christmas 2025 and may do it again. A walk along the North Shore is always in order too."

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

8/10 Good

"Room was fine and met our needs. Breakfast and fitness center are good. Desk staff were very friendly and helpful. The breakfast staff person was not very friendly and did not seem to enjoy her job. She also smoked at the front entrance while on break. Not a good look for someone handling food."

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