South Side Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Ready to book your vacation to South Side?

 

Choose your dates

South Side Hotel Deals

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
Fully refundable
The price is CA $114 per night from May 25 to May 26
CA $114
CA $130 total
May 25 - May 26
includes taxes & fees
7.6/10 Good! (1,018 reviews)
"Nice location. We felt safe. Close to some nice shops and restaurants. Easy access to downtown"

Reviewed on May 18, 2026

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

SpringHill Suites by Marriott Pittsburgh Southside Works

3 out of 5
2950 S Water St Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from May 25 to May 26
CA $168
CA $192 total
May 25 - May 26
includes taxes & fees
8.4/10 Very Good! (1,011 reviews)
"Clean room. Nice staff."

Reviewed on May 20, 2026

SpringHill Suites by Marriott Pittsburgh Southside Works
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Jun 19 to Jun 20
CA $241
CA $274 total
Jun 19 - Jun 20
includes taxes & fees
8.2/10 Very Good! (3,538 reviews)
"It was ok. Close to PNC park. Needs to be updated"

Reviewed on May 19, 2026

Wyndham Grand Pittsburgh Downtown
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.

Discover the most popular places to visit in South Side

What to do in South Side

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.