Search Deals onSouth Side Vacation Packages
South Side Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Pittsburgh Marriott City Center
Price was $525, price is now $418 per person
$418
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). 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
Price was $687, price is now $455 per person
$455
per person
Jun 12 - Jun 14
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.
The Westin Pittsburgh, a Marriott Hotel
Save 100% on your flight
Price was $961, price is now $667 per person
$667
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip flight included
New York (JFK) 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.
Crowne Plaza Suites Pittsburgh South by IHG
Price was $634, price is now $472 per person
$472
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Bethel Park. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions South Hills Village and Montour Trail are located nearby.
Placemakr Downtown Pittsburgh at The Pennsylvanian
Price was $570, price is now $427 per person
$427
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip flight included
New York (JFK) 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.
Stay Pittsburgh
Price was $764, price is now $583 per person
$583
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pittsburgh (PIT)
Stay at this aparthotel in Pittsburgh. Enjoy free WiFi, laundry facilities, and satellite TV channels. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Renaissance Pittsburgh Hotel
Price was $639, price is now $498 per person
$498
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
Book a stay at this historic 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 PNC Park and Acrisure Stadium are located nearby.
Hyatt Regency Pittsburgh International Airport
Price was $562, price is now $445 per person
$445
per person
Jul 16 - Jul 19
found 5 hours ago
Roundtrip flight included
New York (JFK) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the bar in our reviews. Popular attractions The Mall at Robinson and Joe Walton Stadium 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.
Tue, Jun 2 - Tue, Jun 2
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$180 Roundtrip, found 19 hours ago
$180
Roundtrip
found 19 hours ago
Wed, Jun 3 - Thu, Jun 11
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$180 Roundtrip, found 5 days ago
$180
Roundtrip
found 5 days ago
Sat, Jun 6 - Tue, Jun 16
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Wed, Jun 24 - Tue, Jul 7
LGA
LaGuardia
PIT
Pittsburgh Intl.
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
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