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 21 - Aug 24
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.

SpringHill Suites by Marriott Pittsburgh Bakery Square
per person
Jul 16 - Jul 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Hampton Inn & Suites Cranberry Pittsburgh
per person
Aug 21 - Aug 24
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Cranberry Township. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions UPMC Lemieux Sports Complex and Seven Fields Nature Preserve are located nearby.

Joinery Hotel Pittsburgh, Curio Collection by Hilton
per person
Aug 9 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Hilton Garden Inn Pittsburgh Airport
per person
Aug 21 - Aug 24
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Pittsburgh (PIT)
Stay at this 3-star business-friendly hotel in Coraopolis. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.

Hampton Inn Pittsburgh/Monroeville
per person
Aug 4 - Aug 9
found 15 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Pittsburgh (PIT)
Book a stay at this ski hotel in Monroeville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Sri Venkateswara Temple and Boyce Park Ski Area are located nearby.

Placemakr Downtown Pittsburgh
per person
Aug 9 - Aug 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Stay at this 3-star apartment in Pittsburgh. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions PPG Paints Arena and PNC Park are located nearby.

Microtel Inn & Suites by Wyndham Wheeling at Highlands
per person
Aug 4 - Aug 9
found 15 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Triadelphia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oglebay Park and The Highlands are located nearby.
South Side Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



South Side Vacation Packages 5-7 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 1 day ago
$58
Roundtrip
found 1 day ago

Tue, Jul 8 - Wed, Jul 9
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found

Tue, Oct 7 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$119 Roundtrip, found 4 hours ago
$119
Roundtrip
found 4 hours ago

Tue, Aug 26 - Wed, Sep 3
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$121 Roundtrip, found 5 days ago
$121
Roundtrip
found 5 days ago
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