Deals on vacations and trips to South Side

Save when you book South Side package deals

Choose two or more items and save on your trip:

South Side flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Pittsburgh Downtown by IHG

EVEN Hotel Pittsburgh Downtown by IHG

4 out of 5
Downtown Pittsburgh
Price was $818, price is now $685 per person
$685
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) 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 and free WiFi in public areas. Enjoy the in-room fitness and conveniences like a 24-hour front desk and concierge services.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,096, price is now $867 per person
$867
per person
Sep 26 - Sep 28
found 14 hours ago
Roundtrip non-stop flight included
Albuquerque (ABQ) 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. Valet parking, a 24-hour business center, and a coffee shop are also offered.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was $844, price is now $697 per person
$697
per person
Sep 26 - Sep 28
found 14 hours ago
Roundtrip non-stop flight included
Albuquerque (ABQ) 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 Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was $963, price is now $805 per person
$805
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pittsburgh (PIT)
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.
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,244, price is now $1,041 per person
$1,041
per person
Sep 4 - Sep 8
found 12 hours ago
Roundtrip non-stop flight included
Denver (DEN) to Pittsburgh (PIT)
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.

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
$81 nightly
The price is $93 total per night
$93 total
Aug 3 - Aug 4
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.
Pool
Breakfast included
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
$105 nightly
The price is $119 total per night
$119 total
Aug 9 - Aug 10
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.
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
$124 nightly
The price is $141 total per night
$141 total
Aug 9 - Aug 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.
Pool
Pet friendly
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
$130 nightly
The price is $148 total per night
$148 total
Aug 3 - Aug 4
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.
Breakfast included
Parking included
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
$179 nightly
The price is $204 total per night
$204 total
Aug 9 - Aug 10
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.
Pet friendly
Free WiFi
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
$129 nightly
The price is $147 total per night
$147 total
Aug 2 - Aug 3
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 free WiFi in public areas and valet parking. A terrace, a snack bar/deli, and luggage storage are also on offer.
Pet friendly
Free WiFi
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.

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.
See properties

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 $685. 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.

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.

Explore More Ways to Travel with Travelocity