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.
Quality Inn Pittsburgh Airport
per person
Aug 30 - Sep 4
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Oakdale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions The Mall at Robinson and Montour Trailhead and Parking at Scott Road are located nearby.
Wyndham Grand Pittsburgh Downtown
Downtown Pittsburgh
Save 100% on your flight
per person
Aug 30 - Sep 4
found 3 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Omni William Penn Hotel
Downtown Pittsburgh
Save 100% on your flight
per person
Aug 30 - Sep 4
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
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 clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Cambria Hotel Pittsburgh - Downtown
Downtown Pittsburgh
per person
Aug 30 - Sep 4
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this 3-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.
Homewood Suites by Hilton Pittsburgh Downtown
Downtown Pittsburgh
per person
Aug 30 - Sep 4
found 3 hours ago
Roundtrip flight included
Dallas (DFW) 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.
SpringHill Suites by Marriott Pittsburgh Southside Works
South Side Flats
per person
Aug 30 - Sep 4
found 3 hours ago
Roundtrip flight included
Dallas (DFW) 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 helpful staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Top Hotel Deals
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 ...
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 ...
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 ...
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 ...
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd, Coraopolis, PA
23.41 km from Oakland
Stay at this 3-star family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Pittsburgh West - Greentree by IHG
875 Greentree Road, Pittsburgh, PA
7.12 km from Oakland
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hyatt Regency Pittsburgh International Airport
1111 Airport Blvd, Pittsburgh, PA
26 km from Oakland
Stay at this 3.5-star eco-certified hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar ...
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 ...
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 ...
Wyndham Garden Pittsburgh Airport
1 Industry Lane, Pittsburgh, PA
20.42 km from Oakland
Stay at this 3-star hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown
One Bigelow Square, Pittsburgh, PA
2.98 km from Oakland
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 ...
Hyatt Place Pittsburgh Airport/Robinson Mall
6011 Campbells Run Rd, Pittsburgh, PA
16.84 km from Oakland
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
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.
Tue, Jul 15 - Tue, Jul 22
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$119 Roundtrip, found 5 days ago
$119
Roundtrip
found 5 days ago
Sat, Aug 9 - Fri, Aug 22
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$121 Roundtrip, found 6 days ago
$121
Roundtrip
found 6 days ago
Sat, Jul 12 - Tue, Jul 29
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$126 Roundtrip, found 21 hours ago
$126
Roundtrip
found 21 hours ago
Fri, Aug 29 - Mon, Sep 1
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$129 Roundtrip, found 6 hours ago
$129
Roundtrip
found 6 hours 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
- Cathedral of Learning Vacations
- Heinz Memorial Chapel 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