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 multi-story hotel with a brick facade, large windows, and a covered entrance area.

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

South Side Flats

Donald

includes taxes & fees

16 Nov - 17 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

Sharon

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

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

includes taxes & fees

2 Nov - 3 Nov

A bathroom with a sink, a mirror, a towel rack, and a shower area.

5. Bunkhouse - Budget Crash Pad - East Carson Street

South Side Flats

includes taxes & fees

14 Nov - 15 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.

6. 2615 Jane Down - Southside

South Side Flats

Bertha T.

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.

includes taxes & fees

26 Oct - 27 Oct

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.

includes taxes & fees

19 Oct - 20 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.

includes taxes & fees

19 Oct - 20 Oct

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

South Side Flats

Heather B.

includes taxes & fees

20 Oct - 21 Oct

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

11. 3-bedroom house in Southside Flats neighborhood of Pittsburgh.

South Side Flats

Kyle S.

includes taxes & fees

20 Oct - 21 Oct

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

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

South Side Flats

Mark W.

includes taxes & fees

25 Oct - 26 Oct

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

includes taxes & fees

25 Oct - 26 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.

includes taxes & fees

3 Nov - 4 Nov

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

15. Historic Gem Heart of Southside-Sleeps 10

South Side Flats

hans e.

includes taxes & fees

19 Oct - 20 Oct

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

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

South Side Flats

Eric G.

includes taxes & fees

19 Oct - 20 Oct

A city skyline with a view of various buildings, including a prominent UPMC building.

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

South Side Slopes

Anonymous traveller

includes taxes & fees

25 Oct - 26 Oct

A row of townhouses with a front porch, a garage, and a visible street.

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

South Side Flats

Sara P.

includes taxes & fees

12 Nov - 13 Nov

A wooden deck with potted plants and a hanging fern.

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

South Side Flats

Kevin M.

includes taxes & fees

29 Oct - 30 Oct

A modern hotel building with a prominent sign for 'Hotel Sindigo'.

20. Hotel Indigo Pittsburgh University-Oakland by IHG

Oakland

Melinda

includes taxes & fees

25 Oct - 26 Oct

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Top South Side Hotel Reviews

Pittsburgh Marriott City Center

8/10 Good

"Bien situé, bel hôtel. Chambre ordinaire"

Joinery Hotel Pittsburgh, Curio Collection by Hilton

8/10 Good

"All of the staff we interacted with were friendly and helpful. The lobby and seating areas are beautiful. We booked a king suite. Weirdest room we’ve ever stayed in. The “living room” had a large 8 person conference table in the middle of it. The couch was hard and had horrible stains all over it. There were 4 doors to the room, weird. Large kitchen with a stove, microwave and full size fridge but no utensils. No full length mirror anywhere and no drawers to put your clothes away. No extra blankets or pillows. Otherwise it was pretty quiet. The breakfast menu was not what was posted online and they seem to be having issues there."

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

10/10 Excellent

"We picked this hotel for its convenience and were very pleasantly surprised by the size of room, its cleanliness and especially the wonderful people that work there. The breakfast was great too. The staff was very responsive to keep everything filled up and warm."

La Quinta Inn by Wyndham Pittsburgh Airport

10/10 Excellent

"The room was clean and the staff was friendly and helpful. They had an airport shuttle that ran every half hour so you had to plan accordingly. The shuttle driver was friendly too. The breakfast was ready by 4 and was adequate. I liked the long term parking which was cheaper than the airport."

Find out more about South Side