Oakland Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Oakland

Best Western Plus Sand Bass Inn & Suites

Best Western Plus Sand Bass Inn & Suites

2.5 out of 5
827 S 1st St, Madill, OK
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 10 Aug to 11 Aug
S$202
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (401 reviews)
Well Taken Care Of and Well Managed
"Despite a little trouble with hotels.com, Dulce and her manager, Bo, reached out to me personally before check in and were able to resolve the trouble and even allowed me to check in early. The hotel was clean enough to make me overlook small cosmetic issues. The room was big and comfortable. The ..."

Reviewed on 22 Jul, 2025

Best Western Plus Sand Bass Inn & Suites
American Inn Madill

American Inn Madill

2 out of 5
601 N 1st Street, Madill, OK
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 29 Jul to 30 Jul
S$132
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (340 reviews)
"The staff was very friendly. This was my first stay here and I was pleasantly surprised. The rooms were adequate size and the property was very clean. Nice breakfast. I will stay here again when I go to Madill."

Reviewed on 16 Jul, 2025

American Inn Madill
Willow Springs Marina

Willow Springs Marina

2 out of 5
1401 Willow Springs Rd, Mead, OK
Fully refundableReserve now, pay when you stay
The price is S$116 per night from 29 Jul to 30 Jul
S$116
29 Jul - 30 Jul
includes taxes & fees
9.4/10 Exceptional! (201 reviews)
"NA"

Reviewed on 25 Jul, 2025

Willow Springs Marina
See all 393 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 holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Oakland costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Oakland?
If you'd like to snag a cheap Oakland holiday package, consider planning a trip in January, February and April. You'll typically find lower prices on hotels and flights during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Oakland?
Usually, a handful of days is enough to tick off the main sights during your Oakland holiday. But if you prefer to have time to unwind or go on day trips, consider extending your itinerary.
How to find the best Oakland package deals?
Bagging a cheap Oakland package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most affordable Oakland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Oakland holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalised Oakland holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Oakland?
If you're planning a spur-of-the-moment Oakland holiday, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Oakland?

  1. Choose your dates: What you plan to do in Oakland and your favourite season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will probably be the largest expense during your trip to Oakland.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Oakland. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Combine your hotel and flights: 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.