Oakland Vacations from ￥241,095
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ￥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Hotel Riu Plaza New York Times Square
Manhattan
￥241,095
per person
Dec 23 - Dec 26
found 5 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
Great location. Very small rooms. Fine for one night with family of 5. Was told I was being upgraded and once they realized I booked through Expedia and not directly with them—the upgrade vanished.
Reviewed on Oct 21, 2026
NobleDEN Hotel
Manhattan
￥332,340
per person
Dec 27 - Jan 3
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.6/10 Exceptional! (1,661 reviews)
Absolutely loved everything about this hotel. Check in was easy, all the staff are so friendly, the rooms are small but clean and super cute. The best part is the location! I would stay here again.
Reviewed on Oct 20, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
￥282,680
per person
Dec 24 - Dec 27
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to New York (JFK)
9.2/10 Wonderful! (4,026 reviews)
Excellent stay in NYC! Super close to Times Square. Very convenient to subway. Super busy.
Reviewed on Oct 21, 2026
Find the Best Oakland Vacation Packages
Oakland Hotel Deals
La Quinta Inn & Suites by Wyndham Clifton/Rutherford
265 Route 3 East Clifton NJ
Fully refundableReserve now, pay when you stay
￥20,228
￥23,186 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very Good! (3,688 reviews)
"Excelente relación calidad precio, volveríamos a hospedarnos sin problema 👌"
Reviewed on Oct 21, 2026
Garner Hotel North Bergen - NYC Gateway by IHG
2750 Tonnelle Ave North Bergen NJ
Fully refundable
￥17,436
￥20,510 total
Nov 16 - Nov 17
includes taxes & fees
8.4/10 Very Good! (419 reviews)
"Breakfast is poor. Just plain bagels with cream cheese, some cereals, cables eggs taste butter and one fruit. Terrible common area to have free coffee , the filter water wasn’t working at all. The room was satisfying but the tv is not connected to internet so you can use any app to watch anything ..."
Reviewed on Oct 21, 2026
Meadowlands Plaza Hotel
40 Wood Avenue Secaucus NJ
Fully refundableReserve now, pay when you stay
￥21,596
￥25,403 total
Oct 26 - Oct 27
includes taxes & fees
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.
Stay near popular Oakland attractions
Crystal Lake Beach Club
This private glacial lake club offers a chlorine-free swimming oasis for members in Oakland, New Jersey. Enjoy sandy beaches, summer concerts, and a vibrant community atmosphere from Memorial Day through Labor Day.
Frequently asked questions
How much does an Oakland vacation package cost?
You'll find cheap prices from ￥241,095 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?
- Pick your dates: The things you plan to do in Oakland and your favorite season will help you decide when to go.
- 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.
- 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.
- 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.
