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Oakland Vacation Packages

Oakland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) 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 Joe Walton Football Stadium are located nearby.
The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
Stay at this 3-star hotel in Pittsburgh. Enjoy free WiFi, a 24-hour business center, and cable TV channels. 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

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) 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.
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) 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.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
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 in our reviews. Popular attractions Acrisure Stadium and PNC Park are located nearby.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) 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.
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
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 staff and the clean rooms in our reviews. Popular attractions PPG Paints Arena and PNC Park are located nearby.
Hilton Garden Inn Pittsburgh University Place

Hilton Garden Inn Pittsburgh University Place

3 out of 5
Central Oakland
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
Stay at this 3-star business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), 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.

3-4 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
Comfort Inn

Comfort Inn

2.5 out of 5
per person
May 22 - May 24
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to Pittsburgh (PIT)
Zion Retreat & RV Park

Zion Retreat & RV Park

3 out of 5
per person
May 22 - May 24
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to Pittsburgh (PIT)
Hawthorn Suites by Wyndham Wheeling at the Highlands

Hawthorn Suites by Wyndham Wheeling at the Highlands

3.5 out of 5
per person
May 22 - May 24
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to Pittsburgh (PIT)
Holiday Inn Weirton - Steubenville Area by IHG

Holiday Inn Weirton - Steubenville Area by IHG

3 out of 5
per person
May 22 - May 24
found 11 hours ago
Roundtrip flight included
Seattle (SEA) to Pittsburgh (PIT)

5-7 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jun 4 - Jun 11
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Pittsburgh (PIT)

Cheap Hotel Deals in Oakland

Hampton Inn Pittsburgh University/Medical Center

Hampton Inn Pittsburgh University/Medical Center

2.5 out of 5
3315 Hamlet Street, Pittsburgh, PA
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 ...
Hampton Inn Pittsburgh University/Medical Center
Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
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 ...
Courtyard by Marriott Pittsburgh University Center
Hotel Indigo Pittsburgh University-Oakland by IHG

Hotel Indigo Pittsburgh University-Oakland by IHG

3.5 out of 5
329 Technology Drive, Pittsburgh, PA
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 ...
Hotel Indigo Pittsburgh University-Oakland by IHG
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Residence Inn Pittsburgh Oakland/University Place

Residence Inn Pittsburgh Oakland/University Place

3 out of 5
3341 Forbes Ave, Pittsburgh, PA
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 ...
Residence Inn Pittsburgh Oakland/University Place
The Oaklander Hotel, Autograph Collection

The Oaklander Hotel, Autograph Collection

4.5 out of 5
5130 Bigelow Boulevard, Pittsburgh, PA
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. ...
The Oaklander Hotel, Autograph Collection
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
600 Commonwealth Pl, Pittsburgh, PA
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 ...
Wyndham Grand Pittsburgh Downtown
Drury Plaza Hotel Pittsburgh Downtown

Drury Plaza Hotel Pittsburgh Downtown

3 out of 5
745 Grant Street, Pittsburgh, PA
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 ...
Drury Plaza Hotel Pittsburgh Downtown
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
530 William Penn Place, Pittsburgh, PA
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 ...
Omni William Penn Hotel
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

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, May 3 - Mon, May 5
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$67 Roundtrip, found 5 days ago
$67
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, May 3 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Mon, May 5, priced at $67 found 5 days ago
Frontier Airlines
Mon, Apr 21 - Tue, Apr 22
PHL
Philadelphia Intl.
PIT
Pittsburgh Intl.
$118 Roundtrip, found 6 days ago
$118
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Mon, Apr 21 from Philadelphia Intl. to Pittsburgh Intl., returning Tue, Apr 22, priced at $118 found 6 days ago
Spirit Airlines
Wed, May 14 - Wed, May 21
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$122 Roundtrip, found 2 days ago
$122
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, May 14 from Logan Intl. to Pittsburgh Intl., returning Wed, May 21, priced at $122 found 2 days ago
JetBlue Airways
Fri, May 23 - Mon, May 26
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 23 from John F. Kennedy Intl. to Pittsburgh Intl., returning Mon, May 26, priced at $123 found 1 day ago