Oakland Vacations from ￥350,733

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Save 100% on your flight
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (2,271 reviews)
Awesome location, but the room needs much improvement … very limited, dim lighting, uncomfortable beds and pillows, and holes in the carpet.

Reviewed on Aug 12, 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
per person
Oct 19 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
8.4/10 Very Good! (1,559 reviews)
Excellent location great service lovely property

Reviewed on Aug 10, 2025

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9.6/10 Exceptional! (126 reviews)
The hotel was phenomenal! We were greeting so warmly on arrival and given great dining and neighborhood tips by Ben- who was wonderful. The rooms were beautiful and all aspects of the hotel and dining/ bar spaces were gorgeous and full of character. We enjoyed The Portrait Bar a couple of times and had such fun. We also had breakfast in the restaurant and a spectacular dinner at Cafe Carmellini. I wish I could remember our server’s name because she was top notch. I will go back to The Fifth Avenue Hotel. It was a wonderful experience.

Reviewed on Jul 28, 2025

The Carlyle, A Rosewood Hotel

The Carlyle, A Rosewood Hotel

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9.4/10 Exceptional! (821 reviews)
Well located on upper east side, very friendly and efficient staff, the most comfortable bed I have ever slept in!

Reviewed on Jul 21, 2025

The Mark

The Mark

5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 29 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to New York (JFK)
9.6/10 Exceptional! (678 reviews)
Great friendly staff!! Upscale hotel with small welcoming feel.

Reviewed on Aug 1, 2025

Find the Best Oakland Vacation Packages

Oakland Hotel Deals

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

3 out of 5
350 Lighting Way, Secaucus, NJ
The price is ￥25,131 per night from Sep 8 to Sep 9
￥25,131
￥29,560 total
Sep 8 - Sep 9
includes taxes & fees
6.8/10 (2,208 reviews)
"Its amazing .. property and rooms are clean. Breakfast was excellent .. overall good stay."

Reviewed on Aug 8, 2025

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
Meadowlands Plaza Hotel

Meadowlands Plaza Hotel

2.5 out of 5
40 Wood Avenue, Secaucus, NJ
Fully refundableReserve now, pay when you stay
The price is ￥19,393 per night from Aug 19 to Aug 20
￥19,393
￥22,810 total
Aug 19 - Aug 20
includes taxes & fees
8.6/10 Excellent! (1,680 reviews)
"Excellent property and nice to get a ride to the train station!"

Reviewed on Aug 9, 2025

Meadowlands Plaza Hotel
La Quinta Inn & Suites by Wyndham Clifton/Rutherford

La Quinta Inn & Suites by Wyndham Clifton/Rutherford

3 out of 5
265 Route 3 East, Clifton, NJ
Fully refundableReserve now, pay when you stay
The price is ￥17,207 per night from Aug 24 to Aug 25
￥17,207
￥19,724 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (2,377 reviews)
"We only was where one night, but it was very convenient for me and my husband to get to work. Definitely recommend.. Will stay again."

Reviewed on Aug 10, 2025

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
See all 1,683 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?
You'll find cheap prices from ￥350,733 on Expedia for your Oakland escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
If you're looking to snag a cheap Oakland vacation package, consider traveling in January, February and March. You're likely to find lower rates on accommodations and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Oakland?
The ideal duration for your Oakland vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to hit all the main attractions and explore some hidden spots along the way.
How to find the best Oakland package deals?
Begin your search for an Oakland package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Oakland package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakland adventure off to a flying start.
Is it cheaper to book an Oakland vacation as a package?
You can enjoy significant savings on your next Oakland getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oakland?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Oakland adventure.
How to plan a trip to Oakland?

  1. Pick your dates: The things you plan to do in Oakland and your favorite season will help you decide when to go.
  2. Work out your budget: Make sure you have enough money to cover everything from food and transportation to activities and flights. Your hotel will likely be the largest expense during your trip to Oakland.
  3. Decide your trip length: Consider how long you want to spend exploring Oakland. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose an Oakland vacation package that brings all your bookings together.

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