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
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 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 indoor swimming pool with clear glass walls, a blue-tiled edge, and a view of trees and buildings outside.
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
Jonathan
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 hotel room with a bed, pillows, a lamp, and a view of a city skyline through large windows.
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 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
Glen C.
AED 450
AED 1,491 total
includes taxes & fees
7 Oct - 8 Oct
City Skyline - Outside decks - Contemporary
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.

3. 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 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.
An outdoor patio area with wicker furniture and a view of city buildings.
A hotel room with a large bed, a television, two framed pictures on the wall, and a patterned carpet.

4. Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
Downtown Pittsburgh
United States
Lisa
AED 470
AED 536 total
includes taxes & fees
2 Nov - 3 Nov
Drury Plaza Hotel Pittsburgh Downtown
A table set with candles and a bouquet of flowers, overlooking a cityscape at night.
A multi-story brick building with a sign indicating it is the Washington Education Center.
A spacious bar area with high ceilings, large windows, and a variety of seating options.
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.

5. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
United States
Sydney
AED 357
AED 407 total
includes taxes & fees
25 Oct - 26 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville
A Marriott Springhill Suites hotel with a brick facade, multiple windows, and a parking lot with several cars.
An indoor swimming pool with clear water, a shallow end marked '3 FT', and lounge chairs around the pool.
A reception area with two reception desks, a small table with a basket, and a wall with framed sports jerseys.
A breakfast buffet with various food options and condiments.

6. 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 rooftop lounge with large windows, blue seating, and a city view.
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
Sidharth
AED 746
AED 851 total
includes taxes & fees
2 Nov - 3 Nov
The Oaklander Hotel, Autograph Collection
A Courtyard by Marriott hotel with a covered entrance, brick facade, and a parking lot with handicapped accessibility.
A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted above.
Room
A restaurant with red chairs and tables, a counter with a menu, and a bar area.

8. 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
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
A grand hallway with ornate ceiling decorations, a wooden railing, and a long corridor.
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.

9. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United Kingdom
Dale
AED 713
AED 812 total
includes taxes & fees
2 Nov - 3 Nov
Omni William Penn Hotel
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 modern hotel lobby with a reception desk, seating area, and a staircase.
A kitchen counter with various baked goods and fruits, framed artwork on the wall, and a coffee maker.

10. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
United States
Anngelique
AED 428
AED 498 total
includes taxes & fees
18 Oct - 19 Oct
Joinery Hotel Pittsburgh, Curio Collection by Hilton
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Top South Side Hotel Reviews

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

8/10 Good
"My stay was good. Was in town for the game. Easy access to bus ( Uber was way expensive) close enough to downtown and stadium. Breakfast was ok PANCAKE machine was malfunctioning. ( should invest in waffle maker)Will probably stay there again next time I'm in town for a game."
Kevin 2-night trip
Posted 10 hours ago
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG
Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

8/10 Good
"The hotel is a little dated with limited views of the city. It states a restaurant on site, but there is no restaurant or bar as stated on their website. The complimentary breakfast was good but they close the restaurant right at 9am. Coffee was not available after the 9am closing since everything was removed by the staff. The staff was great and they reported the hotel is being renovated starting in November 2026. The rooms definitely need updating and our sofa had a lot of stains on it. There is no microwave in the room. A decent place to stay if you are going to any of the stadiums in town. Close to Jason Aldean's kitchen and bar."
Terri 1-night trip
Posted 11 hours ago
Hyatt Place Pittsburgh-North Shore
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

8/10 Good
"Went to a concert. It is not walking distance but the drive was short. Very nice rooms"
Danielle 1-night trip
Posted 13 hours ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Cambria Hotel Pittsburgh - Downtown

Cambria Hotel Pittsburgh - Downtown

10/10 Excellent
"The full-time woman that works day shift is a saint. She called me by name every time i saw her. Helped me and my girls with an early check in ... On a super busy day for s concert. She made the stay great from beginning to end"
Mark 1-night trip
Posted 14 hours ago
Cambria Hotel Pittsburgh - Downtown
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Friendly staff, clean rooms, good breakfast and 5:30 kickback. wonderful stay all around. Will definitely be back!"
Amy 4-night trip
Posted 17 hours ago
Drury Plaza Hotel Pittsburgh Downtown
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

10/10 Excellent
"Great experience. We will be back here to stay again!"
Robyn 1-night trip
Posted 20 hours ago
Pittsburgh Marriott City Center
Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"We had a great hotel stay. The hotel is beautiful and the staff are welcoming. We loved the location . The Fitness room was amazing"
robert 2-night trip
Posted 1 day ago
Omni William Penn Hotel

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