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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
Price was $666, price is now $474 per person
$474
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 UPMC Events Center are located nearby.
Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,205, price is now $872 per person
$872
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Book a stay at this 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.
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was $844, price is now $620 per person
$620
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Coraopolis. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
Price was $820, price is now $628 per person
$628
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Book a stay at this business-friendly hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the bar in our reviews. Popular attractions The Mall at Robinson and Joe Walton Stadium are located nearby.
La Quinta Inn by Wyndham Pittsburgh Airport

La Quinta Inn by Wyndham Pittsburgh Airport

3 out of 5
Price was $662, price is now $517 per person
$517
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
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 in our reviews. Popular attractions The Mall at Robinson and UPMC Events Center are located nearby.
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
North Side
Price was $827, price is now $651 per person
$651
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
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 are located nearby.
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
Price was $665, price is now $526 per person
$526
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Stay at this 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.
Hilton Garden Inn Pittsburgh Downtown

Hilton Garden Inn Pittsburgh Downtown

3 out of 5
Downtown Pittsburgh
Price was $897, price is now $715 per person
$715
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Stay at this hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions PNC Park and PPG Paints Arena are located nearby.

3-4 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
Price was $402, price is now $309 per person
$309
per person
Jul 10 - Jul 13
found 21 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was $515, price is now $396 per person
$396
per person
Jul 10 - Jul 13
found 21 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
Cadiz Motel by OYO on route 250

Cadiz Motel by OYO on route 250

2.5 out of 5
Price was $402, price is now $320 per person
$320
per person
Jul 3 - Jul 6
found 6 hours ago
Roundtrip flight included
New York (NYC) to Pittsburgh (PIT)
Hampton Inn & Suites Pittsburgh-Meadow Lands

Hampton Inn & Suites Pittsburgh-Meadow Lands

2.5 out of 5
Price was $469, price is now $394 per person
$394
per person
Jul 10 - Jul 13
found 21 hours ago
Roundtrip flight included
New York (NYC) 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
Price was $666, price is now $474 per person
$474
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
Price was $1,205, price is now $872 per person
$872
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Hilton Garden Inn Pittsburgh Airport

Hilton Garden Inn Pittsburgh Airport

3 out of 5
Price was $844, price is now $620 per person
$620
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Pittsburgh (PIT)
Hyatt Regency Pittsburgh International Airport

Hyatt Regency Pittsburgh International Airport

3.5 out of 5
Price was $820, price is now $628 per person
$628
per person
Jul 12 - Jul 17
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 hotel in Pittsburgh. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms ...
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
Book a stay at this 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
Book a stay at this 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
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 ...
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
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 ...
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 luxury hotel in Pittsburgh. Enjoy 3 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowOmni William Penn Hotel
The Landing Hotel at Rivers Casino

The Landing Hotel at Rivers Casino

2 out of 5
757 Casino Dr Pittsburgh PA
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 ...
Opens in a new windowThe Landing Hotel at Rivers Casino
DoubleTree by Hilton Pittsburgh - Green Tree

DoubleTree by Hilton Pittsburgh - Green Tree

4 out of 5
500 Mansfield Avenue Pittsburgh PA
Stay at this 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 ...
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.

JetBlue Airways
Wed, Sep 2 - Wed, Sep 9
JFK
John F. Kennedy Intl.
PIT
Pittsburgh Intl.
$181 Roundtrip, found 22 hours ago
$181
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Wed, Sep 2 from John F. Kennedy Intl. to Pittsburgh Intl., returning Wed, Sep 9, priced at $181 found 22 hours ago
Delta
Wed, Jun 24 - Tue, Jul 7
LGA
LaGuardia
PIT
Pittsburgh Intl.
$181 Roundtrip, found 4 hours ago
$181
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Jun 24 from LaGuardia to Pittsburgh Intl., returning Tue, Jul 7, priced at $181 found 4 hours ago
United
Wed, Aug 26 - Sat, Aug 29
EWR
Newark Liberty Intl. Airport
PIT
Pittsburgh Intl.
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Select United flight, departing Wed, Aug 26 from Newark Liberty Intl. Airport to Pittsburgh Intl., returning Sat, Aug 29, priced at $181 found 3 days ago
Delta
Tue, Aug 25 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
PIT
Pittsburgh Intl.
$199 Roundtrip, found 4 hours ago
$199
Roundtrip
found 4 hours ago
Select Delta flight, departing Tue, Aug 25 from Hartsfield-Jackson Atlanta Intl. to Pittsburgh Intl., returning Tue, Sep 1, priced at $199 found 4 hours ago