Oakland Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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 ...
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. ...
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 ...
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 ...
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 ...
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 free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
La Quinta Inn by Wyndham Pittsburgh Airport
8507 University Blvd, Coraopolis, PA
23.41 km from Oakland
Book a stay at this family-friendly hotel in Coraopolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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 ...
Holiday Inn Express & Suites Pittsburgh North Shore by IHG
228 Federal St, Pittsburgh, PA
3.84 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 breakfast and the helpful ...
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, Jun 5 - Mon, Jun 16
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Mon, May 19 - Sun, May 25
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Tue, Jul 15 - Mon, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$171 Roundtrip, found 5 days ago
$171
Roundtrip
found 5 days ago
Fri, May 9 - Mon, May 12
LGA
LaGuardia
PIT
Pittsburgh Intl.
$249 Roundtrip, found 6 days ago
$249
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