South Side Vacations 2025 from CA $970

South Side flight + hotel packages

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

The Landing Hotel at Rivers Casino

North Side

per person

Apr. 17 - Apr. 20

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PNC Park are located nearby.

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

per person

May 15 - May 19

found 3 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 4-star hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Pittsburgh Marriott City Center

Downtown Pittsburgh

Save 100% on your flight

per person

May 15 - May 19

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) 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 PNC Park are located nearby.

Kasa South Side Pittsburgh

South Side Flats

per person

May 15 - May 19

found 3 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 4-star business-friendly aparthotel in Pittsburgh. Enjoy free WiFi, a fitness center, and a business center. Popular attractions PPG Paints Arena and PNC Park are located nearby.

424-Apt 304

Oakland

per person

May 15 - May 19

found 3 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Stay at this 3.5-star apartment in Pittsburgh. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions PPG Paints Arena and PNC Park 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 $126

CA $143 total

includes taxes & fees

3 Mar - 4 Mar

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 PNC Park are located nearby.

Pool

Breakfast included

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $193

CA $219 total

includes taxes & fees

3 Mar - 4 Mar

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 PNC Park and Acrisure Stadium are located nearby.

Pool

Pet-friendly

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $153

CA $175 total

includes taxes & fees

16 Mar - 17 Mar

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 PNC Park are located nearby.

Pet-friendly

Free WiFi

The Landing Hotel at Rivers Casino

757 Casino Dr, Pittsburgh, PA

CA $181

CA $206 total

includes taxes & fees

2 Mar - 3 Mar

Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PNC Park are located nearby.

Breakfast included

Parking included

Drury Plaza Hotel Pittsburgh Downtown

745 Grant Street, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $154

CA $175 total

includes taxes & fees

4 Mar - 5 Mar

Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Pool

Hot tub

Hampton Inn Pittsburgh University/Medical Center

3315 Hamlet Street, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $145

CA $165 total

includes taxes & fees

13 Mar - 14 Mar

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 clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Breakfast included

Pet-friendly

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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

PNC Park

4.5/5(67 reviews)

Catch an event at PNC Park during your trip to Pittsburgh. Amble around this vibrant area's riverfront or experience its acclaimed theater scene.

University of Pittsburgh

4.5/5(36 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

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.

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 $970. 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.