Search Deals onSouth Side Vacation Packages
South Side Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Pittsburgh Cranberry Township
Price was $589, price is now $439 per person
$439
per person
Jun 5 - Jun 7
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Cranberry Township. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions UPMC Lemieux Sports Complex and Fun Fore All are located nearby.
The Westin Pittsburgh, a Marriott Hotel
Save 100% on your flight
Price was $1,308, price is now $860 per person
$860
per person
May 22 - May 24
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Wyndham Grand Pittsburgh Downtown
Save 100% on your flight
Price was $994, price is now $685 per person
$685
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and Acrisure Stadium are located nearby.
Americas Best Value Inn Pittsburgh Airport
Price was $746, price is now $515 per person
$515
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Book a stay at this business-friendly motel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the property condition in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Save 100% on your flight
Price was $1,470, price is now $1,036 per person
$1,036
per person
Jun 5 - Jun 7
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Stay at this apartment in Pittsburgh. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions PPG Paints Arena and PNC Park are located nearby.
Hyatt House Pittsburgh/Bloomfield/Shadyside
Price was $1,291, price is now $913 per person
$913
per person
May 23 - May 30
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour 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.
Seven Springs Resort by Vail Resorts
Price was $643, price is now $493 per person
$493
per person
May 24 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Book a stay at this luxury aparthotel in Seven Springs. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Seven Springs Mountain Resort and Alpine Slide are located nearby.
DoubleTree by Hilton Pittsburgh - Green Tree
Price was $857, price is now $668 per person
$668
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena 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, Apr 23 - Tue, Apr 28
LGA
LaGuardia
PIT
Pittsburgh Intl.
$150 Roundtrip, just found
$150
Roundtrip
just found
Wed, Jul 15 - Tue, Jul 21
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$151 Roundtrip, just found
$151
Roundtrip
just found
Fri, May 29 - Mon, Jun 1
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$154 Roundtrip, found 12 hours ago
$154
Roundtrip
found 12 hours ago
Sat, Apr 25 - Mon, Apr 27
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$160 Roundtrip, just found
$160
Roundtrip
just found
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