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
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
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 multi-story hotel with a prominent 'Hyatt House' sign, featuring a modern architectural design with a flat roof and large windows.
A modern indoor swimming pool with clear glass walls, a blue-tiled edge, and a view of trees and buildings outside.
A modern outdoor seating area with tables and chairs, a bar with shelves of bottles, and a view of buildings in the background.

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
A spacious lobby with a high ceiling, a large cityscape mural, and a seating area with a railing.
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.
An indoor swimming pool with clear blue water, lounge chairs, and a sunlit ceiling.

2. 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 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 multi-story brick building with a sign indicating it is the Washington Education Center.
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.

3. TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
United States
jessica
AED 306
AED 349 total
includes taxes & fees
26 Oct - 27 Oct
TRYP by Wyndham Pittsburgh/Lawrenceville
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
shawn
AED 528
AED 601 total
includes taxes & fees
5 Nov - 6 Nov
Pittsburgh Marriott City Center
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 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.

5. 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 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 spacious lobby with a red carpet, ornate ceiling, and a staircase leading to upper floors.
A formal dining room with multiple tables set for service, large chandeliers, and ornate wood paneling.

6. Omni William Penn Hotel

Omni William Penn Hotel
Downtown Pittsburgh
United States
FRANK
AED 676
AED 770 total
includes taxes & fees
4 Nov - 5 Nov
Omni William Penn Hotel
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 with a prominent entrance, multiple floors, and a tall adjacent building.
A modern hotel lobby with a reception desk, a bar area, and a patterned floor.

7. The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection
Oakland
United States
William
AED 764
AED 871 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 hotel room with two beds, a desk with a chair, a lamp, and a telephone.
Room
A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted above.

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
19 Oct - 20 Oct
Courtyard by Marriott Pittsburgh West Homestead/Waterfront
The entrance of the Hotel Monaco with a grand facade, a receptionist at the entrance, and a statue of a dog on the right.
A luxurious living room with a fireplace, plush blue sofas, a coffee table, and a chandelier.
A rooftop terrace with round tables and chairs, string lights, and a city view.
A lobby with a yellow sofa, a chandelier, and birdcage decorations.

9. Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG
Downtown Pittsburgh
United States
Dana
AED 709
AED 808 total
includes taxes & fees
18 Oct - 19 Oct
Kimpton Hotel Monaco Pittsburgh by IHG
A staircase with patterned carpet, a metal handrail, and a wooden floor leading to a door with a stained glass window.
A restaurant with wooden paneled walls, a large mirror, and red curtains.
A traditional room with a fireplace, a sofa, a chandelier, and a mirror.
A courtyard with a brick building, a tree, and a stone table.

10. Villagio Boutique Hotel

Villagio Boutique Hotel
North Side
United States
renee
AED 444
AED 506 total
includes taxes & fees
18 Oct - 19 Oct
Villagio Boutique Hotel
View all properties

Top South Side Hotel Reviews

DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent
"Everything was great! The only minor bump in the road was check in. There was a long line, but they moved as quickly as they could."
Kelsie 1-night trip
Posted 4 hours ago
DoubleTree by Hilton Pittsburgh - Green Tree
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Amazing hotel friendly staff very helpful and valet was fast and easy. Loved the Hot tub but wish it was open later as well as evening amenities like the adult beverages and horderves due to going to a Concert we missed out on those perks of the hotel. We did get up early to be able to enjoy the amazing breakfast, and enjoyed the hot tub and pool before we headed out to see the city views, they held out luggage so we didn't have to get the car just to repark it. 10/10 would stay again love the area and how close it is to ppg and the wylie,"
Brandi 1-night trip
Posted 17 hours ago
Drury Plaza Hotel Pittsburgh Downtown
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG

8/10 Good
"It was close to the highway to get downtown."
Ryan 3-night trip
Posted 17 hours ago
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG
Omni William Penn Hotel

Omni William Penn Hotel

10/10 Excellent
"Great experience. Great place to stay"
Jerrold 2-night trip
Posted 22 hours ago
Omni William Penn Hotel
Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

8/10 Good
"Front desk staff were very helpful and pleasant."
Brian 1-night trip
Posted 1 day ago
Hyatt Place Pittsburgh-North Shore

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