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Choose from 1862 South Side Hotel Deals

SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

3 out of 5
2950 S Water St Pittsburgh PA
  • 26 min walk from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,005 reviews)
Everything was good.

Reviewed on Dec 18, 2025

SpringHill Suites by Marriott Pittsburgh Southside Works
Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

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

2.5 out of 5
20 S 10th St Pittsburgh PA
  • 9 min walk from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
7.2/10 Good! (1,001 reviews)
It’s a great stay. No issues

Reviewed on Dec 23, 2025

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

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
  • 4 min drive from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (3,293 reviews)
Great place close to everything.

Reviewed on Dec 22, 2025

Wyndham Grand Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
  • 24 min walk from Rex Theater
Book a stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,864 reviews)
The staff here is amazing and went above and beyond. We had a family situation and unexpectedly needed to check into the hotel on Christmas evening. Kyren at the front desk was so kind and upgraded us to a much bigger room since there were 4 of us. We enjoyed the beautiful Christmas decorations and ...

Reviewed on Dec 27, 2025

Omni William Penn Hotel
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
  • 18 min walk from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests praise ...
8/10 Very Good! (1,074 reviews)
No soap

Reviewed on Dec 24, 2025

Pittsburgh Marriott City Center
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies Pittsburgh PA
  • 23 min walk from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
8.4/10 Very Good! (1,414 reviews)
We love it here

Reviewed on Dec 26, 2025

Joinery Hotel Pittsburgh, Curio Collection by Hilton
Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
250 Forbes Avenue Pittsburgh PA
  • 28 min walk from Rex Theater
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free casino shuttle. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,229 reviews)
Good

Reviewed on Dec 27, 2025

Hilton Garden Inn Pittsburgh Downtown
Sheraton Pittsburgh Hotel at Station Square

Sheraton Pittsburgh Hotel at Station Square

3.5 out of 5
300 West Station Square Drive Pittsburgh PA
  • 4 min drive from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,003 reviews)
This is probably the best place to stay in Pittsburgh, for the view.

Reviewed on Dec 22, 2025

Sheraton Pittsburgh Hotel at Station Square
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
710 Aviation Avenue Pittsburgh PA
  • 45 min drive from Rex Theater
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the ...
9/10 Wonderful! (1,591 reviews)
Love the hotel at the airport! The shuttle driver who takes you from the room to the airport was so Awesome! He was working from 3 pm to 3 am!

Reviewed on Dec 28, 2025

Hyatt Regency Pittsburgh International Airport
Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
510 Market Street Pittsburgh PA
  • 29 min walk from Rex Theater
Book a stay at this luxury hotel in Pittsburgh. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
I have always enjoyed Fairmont property’s. The Fairmont in Pittsburgh is in a great location. Waking distance to PNC Park, and lots of good restaurants also in walking distance. The Strip District is a very short drive as well. The hotel staff are friendly and attentive. The rooms are clean, comfortable, ...

Reviewed on Dec 26, 2025

Fairmont Pittsburgh
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
620 William Penn Place Pittsburgh PA
  • 24 min walk from Rex Theater
Book a stay at this luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
9.4/10 Exceptional! (1,270 reviews)
The staff was very friendly and helpful.

Reviewed on Dec 27, 2025

Kimpton Hotel Monaco Pittsburgh by IHG
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
  • 12 min drive from Rex Theater
Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
8.2/10 Very Good! (1,000 reviews)
Great place and awesome breakfast!

Reviewed on Dec 23, 2025

DoubleTree by Hilton Pittsburgh - Green Tree
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.

Find cheap hotels in South Side

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $81. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great South Side hotel deals at the last minute.

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Frequently Asked Questions About South Side hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in South Side?

With over 1,862 hotels in South Side, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $81.

How to find cheap car rentals in South Side?

Finding a cheap car rental deal in South Side is as easy as scoring cheap hotels in South Side. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.