Oakland Vacations

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Your Oakland Vacation

From its cycling to its walking, there's tons to like about Oakland. Book a customized Oakland vacation package and get set to experience the wonders of this neighborhood. Your trip to Oakland wouldn't be complete without stopping by popular attractions nearby such as PNC Park, Acrisure Stadium and University of Pittsburgh. Expedia will help put your travel plans into action. Book your perfect Oakland vacation today.

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Maverick by Kasa

The Maverick by Kasa

3 out of 5
East Liberty
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.6/10 Excellent! (358 reviews)
Felt more like an apartment than a hotel stay. Enjoyed that feel. Liked the keyless, human less entrance and departure. I would def stay again

Reviewed on May 28, 2024

Wyndham Pittsburgh University Center

Wyndham Pittsburgh University Center

3.5 out of 5
Oakland
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
7.6/10 Good! (1,315 reviews)
I wasnt informed that the pool was closed and the lounge was closed until i got there. Woke up in the morning the coffee pot didnt work. Went to shower and the handle fell in the tub. Went downstairs to get the coffee free in the lobby from 7 to 10 and it wasnt there. Not the greatest stay

Reviewed on May 28, 2024

Pittsburgh Marriott City Center

Pittsburgh Marriott City Center

3.5 out of 5
Downtown Pittsburgh
Save 100% on your flight
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.4/10 Very Good! (1,008 reviews)
The convenience of having the Marriott next to arena was great. Access from the parkway off the exit was simply the best . Decreases the travel time and eliminates stress in avoiding city traffic. The staff at the hotel were very nice and check in efficient and took very little time. The hotel room was old and could use a face lift . It was very clean .! All in all it was a great experience staying at this hotel site.

Reviewed on May 26, 2024

Kasa South Side Pittsburgh

Kasa South Side Pittsburgh

4 out of 5
South Side Flats
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8.8/10 Excellent! (55 reviews)
Much more like a home than a hotel room!

Reviewed on May 22, 2024

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Pittsburgh (PIT)
8/10 Very Good! (652 reviews)
Downtown hotel in a pretty good shape and 15 min availability of all places in downtown. It's historical building with the very small rooms and windows.

Reviewed on May 30, 2024

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Downtown Pittsburgh which includes a bridge and a river or creek

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,251 area reviews)

Discover the urban downtown center, home to historic sites like Point State Park and the Cultural District. Enjoy diverse shopping options and easy access to public transportation, including the "T" light rail and bus networks.

Find hotel + flight trips in Downtown Pittsburgh

Oakland Hotel Deals

Wyndham Pittsburgh University Center
Wyndham Pittsburgh University Center
3.5 out of 5
100 Lytton Avenue, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is $107 per night from Jun 9 to Jun 10
$107
$122 total
includes taxes & fees
Jun 9 - Jun 10
7.4/10 Good! (1,285 reviews)
"Great price/reward equation. Renovated rooms are nice and the staff is very helpful. Location is perfect"

Reviewed on May 28, 2024

Wyndham Pittsburgh University Center
Hampton Inn Pittsburgh University/Medical Center
Hampton Inn Pittsburgh University/Medical Center
2.5 out of 5
3315 Hamlet Street, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is $127 per night from Jun 16 to Jun 17
$127
$144 total
includes taxes & fees
Jun 16 - Jun 17
7.8/10 Good! (969 reviews)
"Great hotel in a lovely lovation. Easily accessible by public transit, a short walk away from restaurants. Located in pedastrian-friendly area with 15-20min walk to the river. Our room also had a nice view of the downtown and the river."

Reviewed on May 31, 2024

Hampton Inn Pittsburgh University/Medical Center
Residence Inn Pittsburgh Oakland/University Place
Residence Inn Pittsburgh Oakland/University Place
3 out of 5
3341 Forbes Ave, Pittsburgh, PA
Fully refundableReserve now, pay when you stay
The price is $143 per night from Jun 9 to Jun 10
$143
$163 total
includes taxes & fees
Jun 9 - Jun 10
9.2/10 Wonderful! (648 reviews)
"It has been years since we were in this area of Pittsburgh. Although we had a general idea of where the property was, we turned left one block before we should have. When we came around the block a second time, we asked an attendant at another motel across the street for assistance. He was able to ..."

Reviewed on May 29, 2024

Residence Inn Pittsburgh Oakland/University Place
See all 1,568 properties in Oakland
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
Starting from as low as $448, a vacation package is your passport to cheaper travel. Custom make your Oakland getaway by selecting from our great range of airfares, hotels and rental cars.
How do I get a cheap travel package to Oakland?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we’ve got everything you need. Choose the combination that suits you and watch your savings stack up. Of course, a package deal is never one-size-fits-all. That’s why Expedia offers over 550 partner airlines and 1,000,000 properties throughout the world, which lets you customize your Oakland getaway.
Where should I stay in Oakland?
Visitors come from far and wide to see Acrisure Stadium and PNC Park in Oakland. Stay close to these awesome attractions and visit them at your leisure.
What are the top hotels in Oakland?
Get your trip off to an excellent start by booking a stay at Industrial Loft 3 Min To Hillman Cancer Center. It’s one of most sought-after hotels in Oakland. Another option is New Huge Spacious 3 Bedroom In Oakland That Over 3000+ Sq Ft.
How far in advance should I book my Oakland vacation?
To bag rock-bottom prices, book ASAP. Airlines usually advertise flight tickets, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Oakland, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Oakland travel package include?
It all depends on what sort of trip you have in the works. Oakland travel deals can include car rentals, hotels and flights. You can mix and match to find the package that works for you! You can also add on activities and experiences after you’ve booked to pick up even bigger discounts.
What should I know before booking an Oakland travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your hard-earned dollars. What you include is totally up to you. Rental cars, hotels and flights — decide on a combination that suits your plans.
Can I choose my airline with an Oakland Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you want to fly to Oakland in coach or first class, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Oakland vacation package?
Your situation can change in a flash, so yes, you can. You may be able to cancel and rebook your Oakland vacation package at no cost if you’ve booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel or make changes, but your airline, hotel or car rental company may impose a fee. Looking for more information? Visit our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Oakland

Image for University of Pittsburgh

University of Pittsburgh

4.5/5(843 reviews)

Enjoy the collegiate vibe around University of Pittsburgh, a top college in Pittsburgh. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

University of Pittsburgh
Image for Carnegie Museum of Natural History

Carnegie Museum of Natural History

4.5/5(48 reviews)

From rare jaguars to geological marvels and ancient fossils, you’ll find it all at this Pittsburgh institution, one of the country’s largest natural history museums.

Carnegie Museum of Natural History
Image for Carnegie Museum of Art

Carnegie Museum of Art

5/5(4 reviews)

If you like your art with a modern twist, you’re in for a treat at this exceptional museum, which also features impressive furniture and architecture galleries.

Carnegie Museum of Art

Things to do

Image for Pittsburgh Pirates Baseball Game at PNC Park

Pittsburgh Pirates Baseball Game at PNC Park

$42
Per adult
Pittsburgh Pirates Baseball Game at PNC Park
Image for Historic Outdoor Escape Game in Downtown Pittsburgh

Historic Outdoor Escape Game in Downtown Pittsburgh

$13
Per adult
Historic Outdoor Escape Game in Downtown Pittsburgh
Image for Pittsburgh: Beauty of the Burgh Bike Tour

Pittsburgh: Beauty of the Burgh Bike Tour

$49
Per adult
100% of travellers recommend
Pittsburgh: Beauty of the Burgh Bike Tour
See all activities in Pittsburgh

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.