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

Find Romantic Hotels in South Side, PA

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Check availability on South Side Romantic Hotels

Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for South Side romantic hotels

An outdoor seating area with wicker furniture and a view of a river and buildings in the background.
A modern outdoor seating area with tables and chairs, a bar with shelves of bottles, and a view of buildings in the background.
A multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

1. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
South Side Flats
United States
Sharon
AED 466
AED 532 total
includes taxes & fees
2 Nov - 3 Nov
HYATT house Pittsburgh-South Side
An outdoor deck with a fire feature, seating, and a view of the city at night.
A spacious living room with a wooden floor, a large window with a view, a kitchen area with bar stools, and a cozy seating area with a rug and cushions.
A hotel room with a bed, pillows, a lamp, and a view of a city skyline through large windows.
A balcony with a view of a cityscape at night, featuring a lounge chair and a blanket.

2. City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
United States
Mary H.
AED 450
AED 1,511 total
includes taxes & fees
26 Oct - 27 Oct
City Skyline - Outside decks - Contemporary
A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.
A spacious hotel lobby with multiple dining tables and booths, a large cityscape mural on the wall, and a high ceiling with decorative moldings.
A hotel room with a large bed, a television, two framed pictures on the wall, and a patterned carpet.
An indoor swimming pool with clear blue water, lounge chairs, and a sunlit ceiling.

3. Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
Downtown Pittsburgh
United States
Jennifer
AED 408
AED 465 total
includes taxes & fees
16 Nov - 17 Nov
Drury Plaza Hotel Pittsburgh Downtown
A hotel room with a large mirror, a bedside table with toiletries, two beds, a wardrobe, and a view of the outside through two windows.
A multi-story brick building with a sign indicating it is the Washington Education Center.
An outdoor patio area with tables and chairs, potted plants, and string lights.
A spacious bar area with high ceilings, large windows, and a variety of seating options.

4. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
United States
Ashley
AED 328
AED 374 total
includes taxes & fees
2 Nov - 3 Nov
TRYP by Wyndham Pittsburgh/Lawrenceville
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.
A spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.
A river with boats and a city skyline in the background.

5. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United States
Emily
AED 629
AED 717 total
includes taxes & fees
15 Nov - 16 Nov
Omni William Penn Hotel
A Marriott Springhill Suites hotel with a brick facade, multiple windows, and a parking lot with several cars.
A breakfast buffet with various food options and condiments.
A reception area with two reception desks, a small table with a basket, and a wall with framed sports jerseys.
An indoor swimming pool with clear water, a shallow end marked '3 FT', and lounge chairs around the pool.

6. Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore
North Shore
United States
Cooper
AED 376
AED 429 total
includes taxes & fees
8 Nov - 9 Nov
Springhill Suites by Marriott Pittsburgh North Shore
A modern bar area with a marble countertop, bar stools, and a bookshelf filled with books and decorative items.
A modern living room with a dark wood floor, a sectional sofa with decorative pillows, a round coffee table, and a fireplace.
A modern hotel lobby with a reception desk, a bar area, and a patterned floor.
A modern hotel with a prominent entrance, multiple floors, and a tall adjacent building.

7. The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
Oakland
United States
William
AED 731
AED 833 total
includes taxes & fees
8 Nov - 9 Nov
The Oaklander Hotel, Autograph Collection
A rooftop lounge with seating and a view of the cityscape at dusk.
A kitchen counter with various baked goods and fruits, framed artwork on the wall, and a coffee maker.
A cozy living room with a brown leather sofa, a wooden chair, and a coffee table. There is a bookshelf filled with books and decorative items.
A spacious lobby with a grand staircase, seating areas, and a mezzanine level.

8. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
United States
Anngelique
AED 520
AED 605 total
includes taxes & fees
29 Oct - 30 Oct
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A Marriott hotel with a modern glass facade, surrounded by other buildings and a historic building in the background.
A bar area with a long counter, multiple shelves of liquor bottles, and bar stools.
A hotel dining area with multiple tables and chairs, large windows with city views, and a patterned carpet.
A hotel reception area with a modern design, featuring a reception desk with illuminated panels, a seating area with a bench and chairs, and a large wall with a geometric art piece.

9. Pittsburgh Marriott City Center

Pittsburgh Marriott City Center
Downtown Pittsburgh
United States
Whitney
AED 465
AED 530 total
includes taxes & fees
22 Nov - 23 Nov
Pittsburgh Marriott City Center
A double door with a stone frame and a decorative arch above it.
A room with a large window, a round table, and a blue cushioned bench.
A wooden staircase with intricate metal railings and marble steps.
Bar (on property)

10. The Maverick by Kasa

The Maverick by Kasa
East Liberty
United States
Daniela
AED 365
AED 416 total
includes taxes & fees
23 Nov - 24 Nov
The Maverick by Kasa
View all properties

Top South Side Hotel Reviews

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

10/10 Excellent
"Staff was very friendly and helpful."
Susan 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG
Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Good experience to be there"
BUTA 1-night trip
Posted 7 hours ago
Omni William Penn Hotel
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

10/10 Excellent
"Staff was nice and I liked how there was drop off luggage storage until our room was ready for check in!"
Katherine 2-night trip
Posted 12 hours ago
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
Cambria Hotel Pittsburgh - Downtown

Cambria Hotel Pittsburgh - Downtown

10/10 Excellent
"Loved the location!!"
Brenda 1-night trip
Posted 17 hours ago
Cambria Hotel Pittsburgh - Downtown

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