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

Find Romantic Hotels in South Side, PA

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on South Side Romantic Hotels

Tonight
6 Sep - 7 Sep
Tomorrow
7 Sep - 8 Sep
Next weekend
11 Sep - 13 Sep
In two weeks
18 Sep - 20 Sep

Our top choices for South Side romantic hotels

1. Cozy & Family Friendly Pittsburgh Home Sleeps 6

Cozy & Family Friendly Pittsburgh Home Sleeps 6
Carrick
United States
Darcy R.
Cozy & Family Friendly Pittsburgh Home Sleeps 6

2. Relax & Feel At Home During Your Pittsburgh Stay

Relax & Feel At Home During Your Pittsburgh Stay
Carrick
United States
Kay K.
AED 522
AED 1,002 total
includes taxes & fees
18 Sep - 19 Sep
Relax & Feel At Home During Your Pittsburgh Stay

3. Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

Modern All-New, Near Downtown, Private Parking - walking to Children Hospital
Garfield
United States
John B.
AED 496
AED 1,389 total
includes taxes & fees
8 Sep - 9 Sep
Modern All-New, Near Downtown, Private Parking - walking to Children Hospital

4. Beautiful 3BR Home with Cozy Front & Back Porches!

Beautiful 3BR Home with Cozy Front & Back Porches!
Munhall
United States
Bobbi C.
AED 400
AED 877 total
includes taxes & fees
27 Sep - 28 Sep
Beautiful 3BR Home with Cozy Front & Back Porches!

5. The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!

The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!
Bethel Park
United States
Shannon H.
AED 953
AED 1,807 total
includes taxes & fees
11 Sep - 12 Sep
The Dog Haus near DT Pittsburgh |Pet Friendly| Self Check in!
View all properties

Top South Side Hotel Reviews

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

10/10 Excellent
"Good"
Jason 2-night trip
Posted 4 hours ago
Wyndham Grand Pittsburgh Downtown
Springhill Suites by Marriott Pittsburgh North Shore

Springhill Suites by Marriott Pittsburgh North Shore

10/10 Excellent
"The staff was nice and the woman in the breakfast area was a ray of sunshine."
Susan 1-night trip
Posted 18 hours ago
Springhill Suites by Marriott Pittsburgh North Shore
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

10/10 Excellent
"Good location downtown and easy walk to the T to go to the stadium. There were a lot of breakfast options and the evening kickback is nice even just for a drink and a snack before heading out for the evening. Food isn’t amazing, but definitely above average for an included offering. Every staff member we encountered was super friendly and helpful from the eating area to the front desk to the valets. Property was clean and well maintained. We didn’t use the pool or exercise room, but checked them both out on our way to the rooftop deck and they both looked well maintained. Loved the rooftop deck to hang out with coffee for a bit after breakfast. The only small negative we encountered was the cushions on the deck weren’t in great shape, but the furniture was, so hopefully they replace on a regular basis. Very cool historical building with informational plaques. Make sure to head down to the lower level to see the Federal Reserve safe doors. Very cool! This was our first stay at a Drury and we will definitely actively look for them when traveling in the future. Great value!"
Nicole 2-night trip
Posted 1 day ago
Drury Plaza Hotel Pittsburgh Downtown
Hyatt Place Pittsburgh-North Shore

Hyatt Place Pittsburgh-North Shore

10/10 Excellent
"By far, the nicest staff I have dealt with at a hotel in years. They went out of their way to accommodate my families needs each, and every time we had a request. I cannot recommend this hotel enough."
Daniel 4-night trip
Posted 2 days ago
Hyatt Place Pittsburgh-North Shore
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

10/10 Excellent
"Great place to stay for a few nights, everything was great. The only issue is that it is a bit far away from the city and you have to arrange a way to get to city for other activities but overall it was an awesome stay."
Amir 1-night trip
Posted 2 days 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
"every thing was great"
Mohsen 3-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

Explore a world of travel with Expedia