South Side Castles

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

Gustavo

HK$742 total

includes taxes & fees

2 Nov - 3 Nov

A multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.

2. HYATT house Pittsburgh-South Side

South Side Flats

Jonathan

HK$1,136 total

includes taxes & fees

28 Oct - 29 Oct

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

3. SpringHill Suites by Marriott Pittsburgh Southside Works

South Side Flats

Kevin

HK$937 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$828 total

includes taxes & fees

2 Nov - 3 Nov

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

South Side Slopes

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

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

South Side Flats

Manuel M.

HK$2,278 total

includes taxes & fees

20 Oct - 21 Oct

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

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

South Side Flats

Butch K.

HK$1,913 total

includes taxes & fees

6 Oct - 7 Oct

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.

8. 2615 Jane Down - Southside

South Side Flats

Bertha T.

HK$1,707 total

includes taxes & fees

21 Oct - 22 Oct

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

9. Cozy&Modern 2Bdr Apt PIttsburgh

South Side Flats

Abby S.

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

South Side Flats

Heather B.

HK$2,311 total

includes taxes & fees

20 Oct - 21 Oct

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

11. City Skyline - Outside decks - Contemporary

South Side Slopes

Glen C.

HK$3,185 total

includes taxes & fees

5 Oct - 6 Oct

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

12. Carey Way Quarters - Explorer's Dream Pad

South Side Flats

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

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

Allentown

John

HK$2,256 total

includes taxes & fees

5 Oct - 6 Oct

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

14. Cozy South Side Retreat | Free Parking | Fast WiFi

South Side Slopes

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

15. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.

South Side Flats

Kyle S.

HK$1,915 total

includes taxes & fees

6 Oct - 7 Oct

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

South Side Flats

Corey E.

HK$1,863 total

includes taxes & fees

11 Oct - 12 Oct

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

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

South Side Flats

Sean O.

HK$3,922 total

includes taxes & fees

4 Oct - 5 Oct

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

18. Historic Gem Heart of Southside-Sleeps 10

South Side Flats

hans e.

HK$2,514 total

includes taxes & fees

7 Oct - 8 Oct

A living room with a green sofa, a glass coffee table, a TV mounted on the wall, and a sliding barn door.

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

South Side Flats

Mark W.

HK$3,449 total

includes taxes & fees

7 Oct - 8 Oct

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

20. Pittsburgh Pennsylvania house

South Side Flats

Adrian C.

HK$2,124 total

includes taxes & fees

27 Oct - 28 Oct

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Top South Side Hotel Reviews

Pittsburgh Marriott City Center

10/10 Excellent

"All good worth paying for"

Hyatt House Pittsburgh/Bloomfield/Shadyside

10/10 Excellent

"Parking is $12 per day but with in-out privileges Room included a full kitchen and den! The ice machine on the 3rd floor was broken but the kitchen staff kindly gave us ice. The potatoes with breakfast were VERY salty. Otherwise the complimentary breakfast was good."

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

10/10 Excellent

"My daughter and I were in town for the Olivia Rodrigo concert and arrived a bit early and we were told our room would be ready by 3. The front desk staff was going through a shift change but they were very attentive and pleasant. Our room was clean, modern and very nice. Shower was large and clean. Breakfast was included and a pleasant surprise. Thank you."

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

10/10 Excellent

"The rooms were very clean and well appointed. The check in was very quick and the cookies were delicious. We had an issue with the bathroom sink but it was fixed very quickly. Thr location was perfect for the concert we went to at PPG."

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