Search Deals onSouth Side Vacation Packages
South Side Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Pittsburgh-Meadow Lands
per person
Aug 1 - Aug 4
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Stay at this hotel in Washington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hollywood Casino at the Meadows and Tanger Outlet Center are located nearby.

Kimpton Hotel Monaco Pittsburgh by IHG
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pittsburgh (PIT)
Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pittsburgh (PIT)
Stay at this 4-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.


Wyndham Grand Pittsburgh Downtown
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pittsburgh (PIT)
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.

The Landing Hotel at Rivers Casino
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Acrisure Stadium and PNC Park are located nearby.

Hilton Garden Inn Pittsburgh University Place
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pittsburgh (PIT)
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Homewood Suites by Hilton Pittsburgh Downtown
per person
Aug 21 - Aug 24
found 3 hours ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pittsburgh (PIT)
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
South Side Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jul 17 - Sat, Jul 19
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago

Tue, Aug 26 - Wed, Sep 3
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$121 Roundtrip, found 8 hours ago
$121
Roundtrip
found 8 hours ago

Wed, Aug 13 - Sat, Aug 16
LGA
LaGuardia
PIT
Pittsburgh Intl.
$121 Roundtrip, found 8 hours ago
$121
Roundtrip
found 8 hours ago

Tue, Jul 8 - Wed, Jul 9
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$128 Roundtrip, found 1 hour ago
$128
Roundtrip
found 1 hour ago
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