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 Sept - 24 Sept
Tomorrow
24 Sept - 25 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 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 multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.
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.

1. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
South Side Flats
United States
Jonathan
£109
includes taxes & fees
19 Oct - 20 Oct
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 kitchen with a central island, wooden cabinets, and pendant lighting.
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
Glen C.
£305
includes taxes & fees
30 Sept - 1 Oct
City Skyline - Outside decks - Contemporary
A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.
An indoor swimming pool with clear blue water, lounge chairs, and a sunlit ceiling.
A hotel room with a large bed, a television, two framed pictures on the wall, and a patterned carpet.
A spacious hotel lobby with multiple dining tables and booths, a large cityscape mural on the wall, and a high ceiling with decorative moldings.

3. Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown
Downtown Pittsburgh
United States
Lisa
£109
includes taxes & fees
18 Oct - 19 Oct
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 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.
A bar area with a long counter, multiple shelves of liquor bottles, and bar stools.

4. Pittsburgh Marriott City Center

Pittsburgh Marriott City Center
Downtown Pittsburgh
United States
eric
£130
includes taxes & fees
16 Oct - 17 Oct
Pittsburgh Marriott City Center
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 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
£97
includes taxes & fees
22 Oct - 23 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville
A Marriott Springhill Suites hotel with a brick facade, multiple windows, and a parking lot with several cars.
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.
A hotel room with a desk, chair, bed, TV, and decorative wall lights.

6. Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore
North Shore
United States
Anthony
£87
includes taxes & fees
14 Oct - 15 Oct
Springhill Suites by Marriott Pittsburgh North Shore
A rooftop lounge with seating and a view of the cityscape at dusk.
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.
A spacious lobby with a grand staircase, seating areas, and a mezzanine level.

7. Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Downtown Pittsburgh
United States
Anngelique
£109
includes taxes & fees
18 Oct - 19 Oct
Joinery Hotel Pittsburgh, Curio Collection by Hilton
A grand lobby with a grand piano, plush seating, chandeliers, and ornate decor.
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.
A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.

8. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United Kingdom
Dale
£183
includes taxes & fees
12 Oct - 13 Oct
Omni William Penn Hotel
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 restaurant with a herringbone floor, large windows, and a central seating area with orange booths and tables.

9. The Maverick by Kasa

The Maverick by Kasa
East Liberty
United States
Jessica
£104
includes taxes & fees
1 Oct - 2 Oct
The Maverick by Kasa
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.
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
£114
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Pittsburgh West Homestead/Waterfront
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Top South Side Hotel Reviews

Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

10/10 Excellent
"Overall it was great stay."
Lulzim 2-night trip
Posted 9 hours ago
Springhill Suites by Marriott Pittsburgh North Shore
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Older hotel but well kept up and in a prime location! Great buffet, nice indoor pool and outdoor patio. Only thing lacking was the micro sized fitness center. This location is walkable to several museums, the Strip, PNC ball park….."
Susan 3-night trip
Posted 15 hours ago
Drury Plaza Hotel Pittsburgh Downtown
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

8/10 Good
"one night stay, one great experience"
Marcos 1-night trip
Posted 18 hours ago
DoubleTree by Hilton Pittsburgh - Green Tree
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

10/10 Excellent
"We had a very enjoyable stay! Everyone was polite, professional. Special thanks to Ebony who went out of her way to assist us when needed and went above and beyond to make sure we had a great experience at the hotel!"
Richard 1-night trip
Posted 2 days ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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