South Side Vacations 2024/2025 from CA $677

South Side flight + hotel packages

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

Microtel Inn & Suites by Wyndham Wheeling at Highlands

per person

Dec. 25 - Jan. 1

found 11 hours ago

Roundtrip flight included

Toronto (YYZ) to Pittsburgh (PIT)

Book a stay at this business-friendly hotel in Triadelphia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oglebay Park and The Highlands are located nearby.

The Landing Hotel at Rivers Casino

North Side

per person

Jan. 3 - Jan. 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PPG Paints Arena are located nearby.

Fairmont Pittsburgh

Downtown Pittsburgh

per person

Jan. 3 - Jan. 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

Stay at this 4.5-star 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 PPG Paints Arena and Acrisure Stadium are located nearby.

Omni William Penn Hotel

Downtown Pittsburgh

per person

Jan. 3 - Jan. 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

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.

Renaissance Pittsburgh Hotel

Downtown Pittsburgh

per person

Jan. 3 - Jan. 5

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Pittsburgh (PIT)

Stay at this 4-star historic 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 Acrisure Stadium and PPG Paints Arena are located nearby.

Top South Side hotels deals

HYATT house Pittsburgh-South Side

2795 S Water St, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $200

CA $228 total

includes taxes & fees

20 Dec - 21 Dec

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.

Pool

Breakfast included

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

20 S 10th St, Pittsburgh, PA

Free cancellation

CA $127

CA $144 total

includes taxes & fees

1 Dec - 2 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.

Pool

Breakfast included

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $200

CA $228 total

includes taxes & fees

24 Nov - 25 Nov

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

Pool

Pet-friendly

Omni William Penn Hotel

530 William Penn Place, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $234

CA $266 total

includes taxes & fees

9 Dec - 10 Dec

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.

Pet-friendly

Free WiFi

Homewood Suites by Hilton Pittsburgh Downtown

1410 Smallman Street, Pittsburgh, PA

Free cancellation

Reserve now, pay when you stay

CA $150

CA $171 total

includes taxes & fees

11 Dec - 12 Dec

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.

La Quinta Inn by Wyndham Pittsburgh Airport

8507 University Blvd, Coraopolis, PA

Free cancellation

Reserve now, pay when you stay

CA $113

CA $129 total

includes taxes & fees

1 Dec - 2 Dec

Book a stay at this family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Mall at Robinson and Joe Walton Football 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

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)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the fascinating museums 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 $677. 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.