Book Exclusive South Side Vacation Packages

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South Side flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Suites Pittsburgh South by IHG

Crowne Plaza Suites Pittsburgh South by IHG

3.5 out of 5
Price was CA $1,045, price is now CA $873 per person
CA $873
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Bethel Park. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions South Hills Village and Montour Trail are located nearby.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was CA $2,526, price is now CA $1,856 per person
CA $1,856
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Pittsburgh (PIT)
Stay at this aparthotel in Pittsburgh. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions PPG Paints Arena and PNC Park are located nearby.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was CA $3,876, price is now CA $2,888 per person
CA $2,888
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Pittsburgh (PIT)
Stay at this 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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was CA $2,420, price is now CA $1,964 per person
CA $1,964
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was CA $3,447, price is now CA $2,907 per person
CA $2,907
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
St. John's (YYT) to Pittsburgh (PIT)
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 rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.

Top South Side hotels 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
Free cancellation
The price is CA $120 per night
CA $120
CA $136 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this 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.
SpringHill Suites by Marriott Pittsburgh Southside Works

SpringHill Suites by Marriott Pittsburgh Southside Works

3 out of 5
2950 S Water St Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $148 per night
CA $148
CA $168 total
Aug 9 - Aug 10
includes taxes & fees
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
Free WiFi
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $179 per night
CA $179
CA $204 total
Aug 20 - Aug 21
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $164 per night
CA $164
CA $187 total
Aug 3 - Aug 4
includes taxes & fees
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.
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place Pittsburgh PA
Free cancellation
Reserve now, pay when you stay
The price is CA $281 per night
CA $281
CA $320 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this luxury 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 PNC Park are located nearby.
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
Free cancellation
Reserve now, pay when you stay
The price is CA $190 per night
CA $190
CA $220 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park 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.

Stay near popular South Side attractions

Rex Theater

6.0/10 (1 review)
You can get tickets for a performance at Rex Theater on your trip to Pittsburgh. Check out the shops and top-notch restaurants in this family-friendly area.
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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 $873. 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.

Photos of local treasures

Browse South Side vacation photos for more inspiration

A park with autumn trees, a bridge, and a building labeled UPMC in the background.
A street with historic buildings, including a law office and a Ukrainian home.
A carousel with horses and riders, a fire truck, and a building with windows.
A staircase leading up to a building with yellow autumn leaves, surrounded by greenery and a clear sky.
The Cheesecake Factory restaurant with outdoor seating and a garden area.

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