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

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Check availability on South Side Romantic Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 Oct

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 modern living room with a sofa, a coffee table, and a TV mounted on the wall.
A multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.

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 balcony with a view of a cityscape at night, featuring a lounge chair and a blanket.
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.

2. City Skyline - Outside decks - Contemporary

City Skyline - Outside decks - Contemporary
South Side Slopes
United States
Mary H.
AED 540
AED 1,617 total
includes taxes & fees
12 Oct - 13 Oct
City Skyline - Outside decks - Contemporary
A table set with candles and a bouquet of flowers, overlooking a cityscape at night.
An outdoor patio area with tables and chairs, potted plants, and string lights.
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.

3. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
United States
jessica
AED 332
AED 378 total
includes taxes & fees
26 Oct - 27 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville
A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.
A hotel room with a large bed, a television, two framed pictures on the wall, and a patterned carpet.
An outdoor patio area with wicker furniture and a view of city buildings.
A spacious hotel lobby with multiple dining tables and booths, a large cityscape mural on the wall, and a high ceiling with decorative moldings.

4. Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
Downtown Pittsburgh
United States
Kathryn Marie
AED 470
AED 536 total
includes taxes & fees
2 Nov - 3 Nov
Drury Plaza Hotel Pittsburgh Downtown
A Marriott hotel with a modern glass facade, surrounded by other buildings and a historic building in the background.
A hotel lobby with a fireplace, sofas, patterned chairs, and a chandelier.
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.
A hotel dining area with multiple tables and chairs, large windows with city views, and a patterned carpet.

5. Pittsburgh Marriott City Center

Pittsburgh Marriott City Center
Downtown Pittsburgh
United States
shawn
AED 528
AED 601 total
includes taxes & fees
5 Nov - 6 Nov
Pittsburgh Marriott City Center
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A river with boats and a city skyline in the background.
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.

6. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United States
FRANK
AED 676
AED 770 total
includes taxes & fees
8 Nov - 9 Nov
Omni William Penn Hotel
A Marriott Springhill Suites hotel with a brick facade, multiple windows, and a parking lot with several cars.
A hotel room with a desk, chair, bed, TV, and decorative wall lights.
An indoor swimming pool with clear water, a shallow end marked '3 FT', and lounge chairs around the pool.
A breakfast buffet with various food options and condiments.

7. Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore
North Shore
United States
Cooper
AED 390
AED 445 total
includes taxes & fees
27 Oct - 28 Oct
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 hotel with a prominent entrance, multiple floors, and a tall adjacent building.
A modern rooftop lounge with large windows, blue seating, and a city view.
A modern living room with a dark wood floor, a sectional sofa with decorative pillows, a round coffee table, and a fireplace.

8. The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
Oakland
United States
Sidharth
AED 746
AED 851 total
includes taxes & fees
18 Oct - 19 Oct
The Oaklander Hotel, Autograph Collection
A rooftop lounge with seating and a view of the cityscape at dusk.
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.
A modern hotel lobby with a reception desk, seating area, and a staircase.

9. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
United States
Anngelique
AED 514
AED 597 total
includes taxes & fees
18 Oct - 19 Oct
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A Courtyard by Marriott hotel with a covered entrance, brick facade, and a parking lot with handicapped accessibility.
A hotel room with two beds, a desk with a chair, a lamp, and a telephone.
A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted above.
A restaurant with red chairs and tables, a counter with a menu, and a bar area.

10. Courtyard by Marriott Pittsburgh West Homestead/Waterfront

Courtyard by Marriott Pittsburgh West Homestead/Waterfront
West Homestead
United States
Julie
AED 493
AED 562 total
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Pittsburgh West Homestead/Waterfront
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Top South Side Hotel Reviews

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent
"Respectful Staff Very kind Only negative is there’s no microwave in the room, however a microwave was available to use in the lobby"
Mario 2-night trip
Posted 2 hours ago
DoubleTree by Hilton Pittsburgh - Green Tree
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Hot water clean amenities great food good staff Thank you"
Gerard 1-night trip
Posted 8 hours ago
Drury Plaza Hotel Pittsburgh Downtown
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

10/10 Excellent
"Check in staff was very helpful and friendly. Room was clean and spacious. Staying for the convenience of being right next the airport due to having an early flight. Will stay again."
Hannah 1-night trip
Posted 14 hours ago
Hyatt Regency Pittsburgh International Airport
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

10/10 Excellent
"Experience was overall great. The cleanliness, the service, breakfast, and parking were all very pleasant and convenient. It wasn’t far at all from the main attractions we had planned to go to, so even if you Uber or Lyft it wouldn’t be expensive."
Ingrid 1-night trip
Posted 15 hours ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"All the eateries onsite are wonderful."
FRANK 2-night trip
Posted 2 days ago
Omni William Penn Hotel

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