Oakland Vacations from ￥409,226

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The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Stay Pittsburgh

Stay Pittsburgh

2 out of 5
Downtown Pittsburgh
Price was ￥465,613, price is now ￥409,226 per person
￥409,226
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Pittsburgh (PIT)
8/10 Very Good! (290 reviews)
I had an issue with Expedia App this I could not see any comments that host was making. I saw the text address at the door of the property and I started communication with host then. Once communication was started everything went well. Professional and timely attendance from the team so the stay was good.

Reviewed on Jun 12, 2026

The Westin Pittsburgh, a Marriott Hotel

The Westin Pittsburgh, a Marriott Hotel

4 out of 5
Downtown Pittsburgh
Price was ￥625,945, price is now ￥537,816 per person
￥537,816
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,000 reviews)
It’s a nice hotel with friendly staff. I think you should give a discount or free parking for people staying at the hotel. The cost to parks adds up quick.

Reviewed on Apr 10, 2026

Joinery Hotel Pittsburgh, Curio Collection by Hilton

Joinery Hotel Pittsburgh, Curio Collection by Hilton

4 out of 5
Downtown Pittsburgh
Price was ￥492,024, price is now ￥437,322 per person
￥437,322
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Pittsburgh (PIT)
8.6/10 Excellent! (1,527 reviews)
Super decorative, cozy, and the rooms were super clean! Valet was quick and convenient!

Reviewed on Jun 8, 2026

Fairmont Pittsburgh

Fairmont Pittsburgh

4.5 out of 5
Downtown Pittsburgh
Price was ￥592,267, price is now ￥533,700 per person
￥533,700
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Pittsburgh (PIT)
8.8/10 Excellent! (1,001 reviews)
Super nice and clean good location to ever thing

Reviewed on Jun 6, 2026

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

DoubleTree by Hilton Hotel & Suites Pittsburgh Downtown

4 out of 5
Downtown Pittsburgh
Price was ￥498,512, price is now ￥461,110 per person
￥461,110
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pittsburgh (PIT)
8.2/10 Very Good! (1,065 reviews)
Valet parking was an easy process.

Reviewed on Jun 12, 2026

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Downtown Pittsburgh

Downtown Pittsburgh

2 out of top 10 points of interest in this area
4.5/5(2,278 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 hotels in Downtown Pittsburgh

Oakland Hotel Deals

Courtyard by Marriott Pittsburgh University Center

Courtyard by Marriott Pittsburgh University Center

3.5 out of 5
100 Lytton Avenue Pittsburgh PA
Fully refundableReserve now, pay when you stay
The price is ￥21,664 per night from Jul 7 to Jul 8
￥21,664
￥24,696 total
Jul 7 - Jul 8
includes taxes & fees
9/10 Wonderful! (749 reviews)
"Beautiful place to stay but it did not include parking therefore I had to pay $30 to park across the street (and garage itself was confusing)"

Reviewed on Jun 12, 2026

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
Fully refundableReserve now, pay when you stay
The price is ￥20,350 per night from Jun 21 to Jun 22
￥20,350
￥23,199 total
Jun 21 - Jun 22
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Terrible traffic noise No pool No breakfast Too expensive"

Reviewed on Jun 13, 2026

Hotel 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
The price is ￥31,202 per night from Jul 12 to Jul 13
￥31,202
￥35,570 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (783 reviews)
"Quiet and comfortable. Friendly staff."

Reviewed on Jun 10, 2026

The Oaklander Hotel, Autograph Collection
See all 2,035 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.

Frequently asked questions

How much does an Oakland vacation package cost?
Starting from as low as ￥409,226, 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.

Stay near popular Oakland attractions

Carnegie Museum of Natural History

4.6/5 (58 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.
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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.