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

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Our top choices for South Side romantic hotels

A spacious living room with a wooden ceiling, large windows with curtains, a leather sofa, a dining table, and a kitchen area.

1. Traveler's Rest Hotel

Traveler's Rest Hotel
2.0 star property
South Side Flats
9.6 out of 10, Exceptional, (130 reviews)
"Very clean, owners were very nice and friendly, great place to stay, especially if you are going to watch the Steelers!"
United States
Amber
The price is NT$3,374
NT$3,846 total
includes taxes & fees
Nov 3 - Nov 4
Traveler's Rest Hotel
A modern dining area with a round table, chairs, and a sofa. There are large windows providing natural light and a view of the outdoors.

2. SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works
3.0 star property
South Side Flats
8.6 out of 10, Excellent, (1,002 reviews)
"Excellent location. Everything was spotless."
United States
Shane
The price is NT$3,987
NT$4,546 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Pittsburgh Southside Works
An outdoor seating area with wicker furniture and a view of a river and buildings in the background.

3. HYATT house Pittsburgh-South Side

HYATT house Pittsburgh-South Side
3.0 star property
South Side Flats
8.8 out of 10, Excellent, (1,002 reviews)
"Great location, spacious room, nice view, friendly staff."
United States
Adrienne
The price is NT$4,857
NT$5,537 total
includes taxes & fees
Nov 2 - Nov 3
HYATT house Pittsburgh-South Side
A breakfast bar with various food items and a sign that says "Egg-Xactly The Start You Need".

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

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
2.5 star property
South Side Flats
8.0 out of 10, Very good, (1,039 reviews)
"Staff was very friendly and the the breakfast buffet had many options."
United States
Donald
The price is NT$2,575
NT$2,936 total
includes taxes & fees
Nov 30 - Dec 1
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top South Side Hotel Reviews

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

8/10 Good
"The personnel here are outstanding: warm, welcoming, kind and funny. The view from the 18th floor facing the Ohio River is unbeatable. However, our king size bed was unusually soft for a quality hotel, the comforter too short and inadequately thin for comfortable sleeping and the fold--down seat for the shower had mold all around its fixture to the wall. And please, while there is a choice for coffee drinkers between regular and decaf coffee, there was only black tea. Yes, some 80% of tea consumed in the US is black. But that means some 15% is green tea and for those of us who minimize caffeine in our beverages, green is the only way to go."
Richard 1-night trip
Posted 1 hour ago
Wyndham Grand Pittsburgh Downtown

Explore a world of travel with Expedia