Oakland Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
Oakland Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
Manhattan
S$2,119
per person
8 Nov - 13 Nov
found 1 day ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9/10 Wonderful! (3,313 reviews)
I came back from my holiday, it was a great stay. Everything was walking distance from the hotel to time square. Staff was friendly, breakfast was great and organized. Check in & out was very smooth as well. I plan to come back.
Reviewed on 29 Aug, 2026
Top hotels in Oakland
La Quinta Inn & Suites by Wyndham Clifton/Rutherford
265 Route 3 East Clifton NJ
Fully refundableReserve now, pay when you stay
S$158
28 Sept - 29 Sept
includes taxes & fees
Harmony Suites
455 Plaza Dr Secaucus NJ
Fully refundableReserve now, pay when you stay
S$212
31 Aug - 1 Sept
includes taxes & fees
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
S$264
31 Aug - 1 Sept
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 Labour Day.
Frequently asked questions
How much does an Oakland holiday package cost?
You'll find cheap prices from S$1,859 on Expedia for your Oakland escape. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Oakland costs.
What are the cheapest months to go to Oakland?
If you're looking to snag a cheap Oakland holiday package, consider travelling in January, February and March. You're likely to find lower rates on accommodation and flights during these months — perfect for travellers wishing to save money.
How many days is enough for Oakland?
The ideal duration for your Oakland holiday 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 holiday as a package?
You can enjoy significant savings on your next Oakland getaway by booking a personalised holiday 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 holiday 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 favourite 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
