Deals on vacations and trips to South Side

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South Side flight + hotel vacation packages

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

Oakmont Inn

3.5 out of 5
Plum
Price was $807, price is now $656 per person
$656
per person
Dec 5 - Dec 7
found 13 hours ago
Roundtrip flight included
Phoenix (PHX) to Pittsburgh (PIT)
A 24-hour gym, free self parking, and wedding services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace and a garden are also provided.
DoubleTree by Hilton Pittsburgh - Cranberry

DoubleTree by Hilton Pittsburgh - Cranberry

4 out of 5
Price was $1,026, price is now $826 per person
$826
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Ramada by Wyndham Butler/Tesla Biohealing Resort

Ramada by Wyndham Butler/Tesla Biohealing Resort

2.5 out of 5
Price was $836, price is now $675 per person
$675
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
This hotel features an indoor pool, a gym, and a restaurant. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A business center, express check-out, and laundry facilities are also on offer.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was $953, price is now $772 per person
$772
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Denver (DEN) 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.
Hampton Inn & Suites Cranberry Pittsburgh

Hampton Inn & Suites Cranberry Pittsburgh

2.5 out of 5
Price was $1,068, price is now $880 per person
$880
per person
Nov 25 - Dec 1
found 11 hours ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
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. Guests will appreciate freebies like continental breakfast and free self parking.

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
$91 nightly
The price is $104 total per night
$104 total
Oct 12 - Oct 13
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
$114 nightly
The price is $129 total per night
$129 total
Sep 20 - Sep 21
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
Sep 28 - Sep 29
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
Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
112 Washington Pl Pittsburgh PA
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $164 total per night
$164 total
Sep 20 - Sep 21
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
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
$152 nightly
The price is $173 total per night
$173 total
Oct 5 - Oct 6
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
$249 nightly
The price is $284 total per night
$284 total
Sep 20 - Sep 21
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
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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.

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 $656. 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.

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