South Side Vacation Packages 2026 from $323

South Side flight + hotel vacation packages

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

DoubleTree by Hilton Pittsburgh Airport

$323

per person

Jul 18 - Jul 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like free self parking.

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

$685

per person

Jul 23 - Jul 26

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Pittsburgh (PIT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.

Stay Pittsburgh

Downtown Pittsburgh

$645

per person

Jul 23 - Jul 26

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Pittsburgh (PIT)

Free WiFi in public areas, express check-in, and express check-out are available at this aparthotel. Luggage storage, laundry facilities, and a virtual front desk are also on offer.

Etage Executive Living

Downtown Pittsburgh

$737

per person

Jul 23 - Jul 26

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Pittsburgh (PIT)

A rooftop terrace, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the business center and free internet in public areas.

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

$625

per person

Jul 23 - Jul 26

found 16 hours ago

Roundtrip flight included

Dallas (DAL) to Pittsburgh (PIT)

A 24-hour gym, valet parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A hair salon, dry cleaning, and luggage storage are also on offer.

Top South Side hotels deals

Holiday Inn Express Hotel & Suites Pittsburgh-South Side by IHG

20 S 10th St Pittsburgh PA

Free Cancellation

$87 nightly

$99 total

Jun 17 - Jun 18

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free buffet breakfast is served.

SpringHill Suites by Marriott Pittsburgh Southside Works

2950 S Water St Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$119 total

Jun 21 - Jun 22

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free breakfast and free WiFi. Traveling on business? Take advantage of the express check-out and free internet in public areas. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$141 total

Jul 9 - Jul 10

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a gym on site, and a 24-hour front desk and express check-out are also provided.

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

$169 nightly

$193 total

Jun 28 - Jun 29

Total with taxes and fees

This smoke-free hotel's 3 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a computer station are also on offer.

The Landing Hotel at Rivers Casino

757 Casino Dr Pittsburgh PA

$129 nightly

$147 total

Jun 28 - Jun 29

Total with taxes and fees

A casino, 5 restaurants, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like continental breakfast and free self parking.

Placemakr Downtown Pittsburgh at The Pennsylvanian

1100 Liberty Ave Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$176 total

Jun 14 - Jun 15

Total with taxes and fees

A 24-hour gym, valet parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A hair salon, dry cleaning, and luggage storage are also on offer.

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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(790 reviews)

Root for the Pittsburgh Pirates at this iconic stadium, which blends a timeless ballpark atmosphere with modern amenities.

Acrisure Stadium

4.5/5(1,015 reviews)

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

PPG Paints Arena

4.5/5(609 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.

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 $323. 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 110 mi 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.