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Oakland Vacation Packages

Oakland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Pittsburgh Washington

SpringHill Suites by Marriott Pittsburgh Washington

3 out of 5
Price was $436, price is now $357 per person
$357
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Save 100% on your flight
Price was $628, price is now $388 per person
$388
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,347, price is now $845 per person
$845
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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
Price was $807, price is now $543 per person
$543
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop 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.
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
Price was $835, price is now $570 per person
$570
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,144, price is now $790 per person
$790
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this 4.5-star luxury hotel in Pittsburgh. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.
Omni William Penn Hotel

Omni William Penn Hotel

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,038, price is now $720 per person
$720
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop 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.
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $943, price is now $660 per person
$660
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
Stay at this 4-star 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.

3-4 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Pittsburgh East Liberty by IHG

Hotel Indigo Pittsburgh East Liberty by IHG

3.5 out of 5
East Liberty
Price was $532, price is now $353 per person
$353
per person
Nov 21 - Nov 24
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $943, price is now $660 per person
$660
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Pittsburgh (PIT)
Kimpton Hotel Monaco Pittsburgh by IHG

Kimpton Hotel Monaco Pittsburgh by IHG

4.5 out of 5
Downtown Pittsburgh
Price was $659, price is now $477 per person
$477
per person
Nov 21 - Nov 24
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
Price was $493, price is now $361 per person
$361
per person
Nov 21 - Nov 24
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)

5-7 Night Vacations in Oakland

Price found within the past 48 hours. Click for updated prices.
Homewood Suites by Hilton Pittsburgh Southpointe

Homewood Suites by Hilton Pittsburgh Southpointe

3 out of 5
Price was $629, price is now $479 per person
$479
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
Placemakr Downtown Pittsburgh at The Pennsylvanian

Placemakr Downtown Pittsburgh at The Pennsylvanian

4 out of 5
Downtown Pittsburgh
Price was $1,255, price is now $780 per person
$780
per person
Nov 25 - Nov 30
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was $1,509, price is now $1,183 per person
$1,183
per person
Nov 25 - Nov 30
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
Price was $942, price is now $762 per person
$762
per person
Nov 25 - Nov 30
found 2 days ago
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)

Cheap Hotel Deals in Oakland

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 ...
Opens in a new windowCourtyard 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 ...
Opens in a new windowHotel Indigo Pittsburgh University-Oakland by IHG
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. ...
Opens in a new windowThe Oaklander Hotel, Autograph Collection
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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 ...
Opens in a new windowResidence Inn Pittsburgh Oakland/University Place
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 ...
Opens in a new windowWyndham Grand 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 ...
Opens in a new windowOmni William Penn Hotel
Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
453 Boulevard of the Allies, Pittsburgh, PA
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 ...
Opens in a new windowJoinery Hotel Pittsburgh, Curio Collection by Hilton
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue, Pittsburgh, PA
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 ...
Opens in a new windowDoubleTree by Hilton Pittsburgh - Green Tree
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
Thu, Nov 13 - Thu, Nov 13
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$66 Roundtrip, found 6 days ago
$66
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Thu, Nov 13 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Thu, Nov 13, priced at $66 found 6 days ago
Delta
Tue, Feb 3 - Sat, Feb 7
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Feb 3 from John F. Kennedy Intl. to Pittsburgh Intl., returning Sat, Feb 7, priced at $107 found 6 days ago
American Airlines
Tue, Feb 3 - Tue, Feb 10
LGA
LaGuardia
PIT
Pittsburgh Intl.
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Feb 3 from LaGuardia to Pittsburgh Intl., returning Tue, Feb 10, priced at $107 found 2 days ago
Spirit Airlines
Sat, Nov 1 - Tue, Nov 4
BOS
Logan Intl.
PIT
Pittsburgh Intl.
$115 Roundtrip, found 2 days ago
$115
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Nov 1 from Logan Intl. to Pittsburgh Intl., returning Tue, Nov 4, priced at $115 found 2 days ago