South Side Vacation Packages 2026 from $261

South Side flight + hotel vacation packages

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

DoubleTree by Hilton Pittsburgh - Green Tree

$261

per person

Feb 6 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Pittsburgh (PIT)

This hotel features a restaurant, a gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a 24-hour business center, and a coffee shop are also offered.

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

Save 100% on your flight

$292

per person

Feb 6 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

$567

per person

Feb 6 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Pittsburgh (PIT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the steam room and perks like free WiFi. Self parking, a 24-hour business center, and a coffee shop are also offered.

Wyndham Grand Pittsburgh Downtown

Downtown Pittsburgh

$295

per person

Feb 6 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Pittsburgh (PIT)

The hotel's indoor pool, gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A restaurant, a 24-hour front desk, and a coffee shop are also provided.

Hilton Garden Inn Pittsburgh University Place

Central Oakland

Save 100% on your flight

$326

per person

Feb 6 - Feb 9

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Pittsburgh (PIT)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A snack bar/deli, express check-out, and dry cleaning 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

$71 nightly

$81 total

Dec 29 - Dec 30

Total with taxes and fees

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

Pool

Breakfast included

SpringHill Suites by Marriott Pittsburgh Southside Works

2950 S Water St Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$139 total

Dec 24 - Dec 25

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 24-hour business center 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.

Breakfast included

Free WiFi

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$141 total

Jan 18 - Jan 19, 2026

Total with taxes and fees

Pool

Pet friendly

Omni William Penn Hotel

530 William Penn Place Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$177 total

Dec 24 - Dec 25

Total with taxes and fees

This historic 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. Self parking, a coffee shop, and limo/town car service are also offered.

Pet friendly

Free WiFi

Pittsburgh Marriott City Center

112 Washington Pl Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$127 total

Dec 25 - Dec 26

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, a grocery/convenience store, and a lobby fireplace are also offered.

Pet friendly

Free WiFi

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies Pittsburgh PA

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$119 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

Pet friendly

Free WiFi

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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

University of Pittsburgh

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.

PNC Park

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

The Gates Hillman Center is a unique building that houses the computer science program and research. I love how outside the box the building is #StunningStructures

Carnegie Mellon University

Take a campus tour or just explore the area of Carnegie Mellon University, during your trip to Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene 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 $261. 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.