South Side Vacations 2025 from CA $710

South Side flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

per person

Mar. 8 - Mar. 14

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 4-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

Pittsburgh Marriott City Center

Downtown Pittsburgh

per person

Jan. 24 - Jan. 26

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Pittsburgh (PIT)

Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel

Downtown Pittsburgh

per person

Jan. 24 - Jan. 26

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Pittsburgh (PIT)

Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

Etage Executive Living

Downtown Pittsburgh

per person

Jan. 24 - Jan. 26

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Pittsburgh (PIT)

Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Acrisure Stadium and PPG Paints Arena are located nearby.

DoubleTree by Hilton Pittsburgh - Green Tree

per person

Jan. 24 - Jan. 26

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Pittsburgh (PIT)

Stay at this 4-star hotel in Pittsburgh. Enjoy free parking, an outdoor pool, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acrisure Stadium and PPG Paints Arena are located nearby.

Top South Side hotels deals

Holiday Inn Express Hotel & Suites Pittsburgh-South Side, an IHG Hotel

20 S 10th St, Pittsburgh, PA

Free cancellation

CA $171

CA $195 total

includes taxes & fees

27 Dec - 28 Dec

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 staff in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

HYATT house Pittsburgh-South Side

2795 S Water St, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $194

CA $221 total

includes taxes & fees

1 Jan - 2 Jan 2025

Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

Omni William Penn Hotel

530 William Penn Place, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $217

CA $247 total

includes taxes & fees

9 Jan - 10 Jan 2025

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 clean rooms in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $211

CA $241 total

includes taxes & fees

13 Jan - 14 Jan 2025

Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Acrisure Stadium and PPG Paints Arena are located nearby.

Homewood Suites by Hilton Pittsburgh Downtown

1410 Smallman Street, Pittsburgh, PA

CA $183

CA $208 total

includes taxes & fees

7 Jan - 8 Jan 2025

Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $157

CA $179 total

includes taxes & fees

8 Jan - 9 Jan 2025

Stay at this 4-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and Acrisure Stadium are located nearby.

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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.

Popular places to visit

PPG Paints Arena

5/5(80 reviews)

Catch an event at PPG Paints Arena during your trip to Pittsburgh. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

Acrisure Stadium

4.5/5(94 reviews)

Catch an event at Acrisure Stadium during your trip to Pittsburgh. Stroll along the riverfront or attend a sporting event in the area.

University of Pittsburgh

4.5/5(36 reviews)

Explore the campus of University of Pittsburgh, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

South Side Vacations

You don't have to be full of local knowledge to have a great time in South Side, but you will need to have an idea about a few basic facts before you head off.

South Side is a neighborhood in the fantastic city of Pittsburgh. To get there, travel 2 miles (3 kilometers) to the southeast of the center.

Forget about the sights — it's the locals that make a place tick. Here in Pittsburgh, there are 310,000 of them.

Places to visit in South Side

The intimacy and accomplishment of theater is not to be missed. Buy your tickets for a play at Pittsburgh Playhouse and experience its magic and charm for yourself! Want some more options? Sure, singing along to tunes on your computer is nice, but it'll never compare with the thrill of seeing an invigorating live performance! So why not book front-row seats to an event at Rex Theater?

Where do you fly into for South Side?

All ready to kick-start your next fantastic adventure? Well, South Side is about 15 miles (24 kilometers) from Pittsburgh International Airport (PIT).

Frequently asked questions

How much are vacation packages to South Side?

Travelocity provides package deals to South Side, as well as flights and hotels, from an impressive CA $710. With the money you save, you could book some cool tours or possibly tack on a few extra nights to your exciting getaway.

Where can I get the best vacation package deals for South Side?

For a fun and affordable package deal to South Side, turn to Travelocity. Select from 400 airlines and 1,000,000 properties around the world to create the ideal adventure — you’re spoiled for choice!

Why should I purchase my South Side vacation package via Travelocity?

Incredible savings, loads of inspiring destinations and 24/7 customer service — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always get the best possible deal with Travelocity.

Can I save money on my South Side car rental if I combine it with hotels and flights?

Definitely — and if you also add an experience or activity to your South Side vacation package, you’ll save some more. With a package from Travelocity, you can find things to do in the area that are just right for you. Then, jump in your rental car and work your way through the list. Geneva State Park is one must-see sight to visit. You’ll find it 177 kilometers from South Side.

What is there to do in South Side?

Follow the lead of fellow travelers and head to Rex Theater. No visit to South Side would feel complete without a stop at this notable attraction.