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

Wyndham Grand Pittsburgh Downtown

Wyndham Grand Pittsburgh Downtown

3.5 out of 5
Downtown Pittsburgh
per person
May 23 - May 26
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
7.6/10 Good! (2,709 reviews)
Great location and view. Only downfall was two of the elevators were out and there was a big event at the hotel. This made for very long wait times to use the elevators, and often times they were full when they got to your floor. Normally I’d take the stairs if it were just a couple of flights, but we were on the 18th floor.

Reviewed on Apr 22, 2024

Hotel Indigo Pittsburgh East Liberty, an IHG Hotel

Hotel Indigo Pittsburgh East Liberty, an IHG Hotel

3.5 out of 5
East Liberty
per person
Jun 6 - Jun 8
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (922 reviews)
East liberty is a wonderful neighborhood, rich in history. Lots of shops and restaurants in walking distance. Yet it is still a neighborhood in transition. It’s safe, urban and hip. We love it

Reviewed on Apr 22, 2024

Wyndham Pittsburgh University Center

Wyndham Pittsburgh University Center

3.5 out of 5
Oakland
per person
May 23 - May 26
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
7.6/10 Good! (1,253 reviews)
Not a bad hotel with comfortable bedding and room. Only the fitness center was closed recently. No reminder before.

Reviewed on Apr 22, 2024

TRYP by Wyndham Pittsburgh/Lawrenceville

TRYP by Wyndham Pittsburgh/Lawrenceville

3 out of 5
Lawrenceville
per person
Jul 11 - Jul 14
Roundtrip flight included
Atlanta (ATL) to Pittsburgh (PIT)
8.6/10 Excellent! (566 reviews)
Friendly staff and nice room/lobby.

Reviewed on Apr 20, 2024

Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
per person
May 23 - May 26
Roundtrip non-stop flight included
Atlanta (ATL) to Pittsburgh (PIT)
8/10 Very Good! (35 reviews)
Excellent location, clean property

Reviewed on Mar 14, 2024

Prices and availability subject to change. Additional terms may apply.

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 $100 per night from May 5 to May 6
$100
$114 total
includes taxes & fees
May 5 - May 6
7.4/10 Good! (1,273 reviews)
"Not a bad hotel with comfortable bedding and room. Only the fitness center was closed recently. No reminder before."

Reviewed on Apr 22, 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 $105 per night from May 5 to May 6
$105
$120 total
includes taxes & fees
May 5 - May 6
7.8/10 Good! (1,008 reviews)
"Satisfied."

Reviewed on Apr 21, 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 $148 per night from May 5 to May 6
$148
$169 total
includes taxes & fees
May 5 - May 6
9.2/10 Wonderful! (626 reviews)
"Friendly knowledgeable desk clerks"

Reviewed on Apr 5, 2024

Residence Inn Pittsburgh Oakland/University Place
See all 1,577 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 $271, 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

Other vacations you might like

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