Oakland Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Oakland Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Pittsburgh Washington
per person
Sep 9 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Pittsburgh (PIT)
Stay at this 3-star business-friendly 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 F. Julius LeMoyne House are located nearby.
Hotel Indigo Pittsburgh East Liberty by IHG
East Liberty
Save 100% on your flight
per person
Sep 9 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Pittsburgh (PIT)
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, room service, 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
Downtown Pittsburgh
per person
Sep 9 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) 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.
TRYP by Wyndham Pittsburgh/Lawrenceville
Lawrenceville
per person
Sep 9 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Pittsburgh (PIT)
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
The Westin Pittsburgh, a Marriott Hotel
Downtown Pittsburgh
per person
Sep 9 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Pittsburgh (PIT)
Stay at this 4-star 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.
Hyatt House Pittsburgh/Bloomfield/Shadyside
Bloomfield
per person
Sep 9 - Sep 13
found 3 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Pittsburgh (PIT)
Stay at this 3-star 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.
Top Hotel Deals
Courtyard by Marriott Pittsburgh University Center
100 Lytton Avenue, Pittsburgh, PA
0.46 km from Oakland
Stay at this 3.5-star hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Hampton Inn Pittsburgh University/Medical Center
3315 Hamlet Street, Pittsburgh, PA
0.9 km from Oakland
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
Hotel Indigo Pittsburgh University-Oakland by IHG
329 Technology Drive, Pittsburgh, PA
1.4 km from Oakland
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
Residence Inn Pittsburgh Oakland/University Place
3341 Forbes Ave, Pittsburgh, PA
0.61 km from Oakland
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 ...
The Oaklander Hotel, Autograph Collection
5130 Bigelow Boulevard, Pittsburgh, PA
0.38 km from Oakland
Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Wyndham Grand Pittsburgh Downtown
600 Commonwealth Pl, Pittsburgh, PA
4.02 km from Oakland
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 ...
Omni William Penn Hotel
530 William Penn Place, Pittsburgh, PA
3.19 km from Oakland
Book a stay at this historic hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Landing Hotel at Rivers Casino
757 Casino Dr, Pittsburgh, PA
5.27 km from Oakland
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 ...
Joinery Hotel Pittsburgh, Curio Collection by Hilton
453 Boulevard of the Allies, Pittsburgh, PA
3.39 km from Oakland
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 ...
Kimpton Hotel Monaco Pittsburgh by IHG
620 William Penn Place, Pittsburgh, PA
3.13 km from Oakland
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 ...
Drury Plaza Hotel Pittsburgh Downtown
745 Grant Street, Pittsburgh, PA
2.97 km from Oakland
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
DoubleTree by Hilton Pittsburgh - Green Tree
500 Mansfield Avenue, Pittsburgh, PA
8.84 km from Oakland
Stay at this 4-star 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 ...
Pittsburgh Marriott City Center
112 Washington Pl, Pittsburgh, PA
2.72 km from Oakland
Stay at this 3.5-star business-friendly hotel in Pittsburgh. Enjoy breakfast (surcharge), a 24-hour fitness center, and valet parking (surcharge). Our guests ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Oct 2 - Sun, Oct 5
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$70 Roundtrip, found 1 day ago
$70
Roundtrip
found 1 day ago
Sat, Oct 4 - Sun, Oct 5
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Mon, Aug 4 - Thu, Aug 7
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Tue, Aug 12 - Sat, Aug 23
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days ago
Fri, Aug 15 - Sun, Aug 24
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$121 Roundtrip, found 6 days ago
$121
Roundtrip
found 6 days ago
Best points of interest in Pittsburgh
- University of Pittsburgh Vacations
- University of Pittsburgh Medical Center Vacations
- Petersen Events Center Vacations
- Carnegie Museum of Natural History Vacations
- Carnegie Museum of Art Vacations
- Soldiers and Sailors Memorial Hall and Museum Vacations
- Heinz Memorial Chapel Vacations
- Cathedral of Learning Vacations
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More Types of Hotels
- Hotels with WiFi in Oakland
- Hotels with Complimentary Breakfast in Oakland
- Hotel with wifi in Oakland
- Hotels with Air Conditioning in Oakland
- Hotels with Bars in Oakland
- Casinos in Oakland
- Family Hotels in Oakland
- Hotels with Balconies in Oakland
- Hotels with a Pool in Oakland
- Cheap Hotels in Oakland
- Smoke Free Hotels in Oakland
- Hotels with an Indoor Pool in Oakland
- Pet-friendly Hotels in Oakland
- Luxury Hotels in Oakland
- Hotels with Hot Tubs in Oakland
- Hotel with a Concierge in Oakland
- Hotels with Early Check-in in Oakland
- Resorts & Hotels with Spas in Oakland
- Hotels with smoking rooms in Oakland