South Side Vacation Packages 2025 from $400

South Side flight + hotel vacation packages

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

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Downtown Pittsburgh

per person

Feb 13 - Feb 16

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.

Kimpton Hotel Monaco Pittsburgh, an IHG Hotel

Downtown Pittsburgh

per person

Feb 13 - Feb 16

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 24-hour business center, laundry service, and valet parking. A lobby fireplace, a communal living room, and WiFi in public areas are also on offer.

Pittsburgh Marriott City Center

Downtown Pittsburgh

per person

Feb 13 - Feb 16

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 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.

Hilton Garden Inn Pittsburgh University Place

Central Oakland

per person

Feb 13 - Feb 16

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.

424 Gold Way-Apt. 302

Oakland

per person

Mar 28 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Greenville (GSP) to Pittsburgh (PIT)

Free WiFi in public areas is available at this apartment. Take advantage of the self parking.

Top South Side hotels deals

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

20 S 10th St, Pittsburgh, PA

Free Cancellation

$104

includes taxes & fees

$91 per night

Feb 9 - Feb 10

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

HYATT house Pittsburgh-South Side

2795 S Water St, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$154

includes taxes & fees

$135 per night

Feb 2 - Feb 3

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free buffet breakfast each morning.

Pool

Breakfast included

Omni William Penn Hotel

530 William Penn Place, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$191

includes taxes & fees

$167 per night

Jan 28 - Jan 29

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

Wyndham Grand Pittsburgh Downtown

600 Commonwealth Pl, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$153

includes taxes & fees

$134 per night

Feb 2 - Feb 3

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.

Homewood Suites by Hilton Pittsburgh Downtown

1410 Smallman Street, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$145

includes taxes & fees

$127 per night

Jan 12 - Jan 13

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free on-the-go breakfast each morning.

Pool

Breakfast included

Joinery Hotel Pittsburgh, Curio Collection by Hilton

453 Boulevard of the Allies, Pittsburgh, PA

Free Cancellation

Reserve now, pay when you stay

$125

includes taxes & fees

$110 per night

Jan 15 - Jan 16

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.

Don't see what you're looking for?

See all available properties in South Side

View all properties

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

PPG Paints Arena

4.5/5(596 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.

Heinz Field which includes a lake or waterhole

Acrisure Stadium

4.5/5(998 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(843 reviews)

Explore the campus of University of Pittsburgh, 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 $400. 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.