Oakland Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to NZ$616 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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    Rest easy

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

Oakland Holiday

Our pick of the best Oakland Hotel Deals

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 NZ$245 per night from 24 July to 25 July
NZ$245
24 July - 25 July
includes taxes & fees
8.8/10 Excellent! (397 reviews)
Nice Stay
"It was a little bumpy at check in, but the front desk girl was amazing at helping us get the room we needed. Pool was nice and breakfast ok."

Reviewed on 26 Jun. 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 NZ$191 per night from 11 July to 12 July
NZ$191
11 July - 12 July
includes taxes & fees
8.8/10 Excellent! (334 reviews)
"The town isn’t big so there’s not a lot around. It worked for us just passing through. I liked that we were able to swim later in the evening since we got in after dark. Front desk person was very friendly."

Reviewed on 20 Jun. 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 NZ$151 per night from 13 July to 14 July
NZ$151
13 July - 14 July
includes taxes & fees
9.4/10 Exceptional! (196 reviews)
Quiet and comfortable
"We enjoyed the quiet time we had prior to a holiday week. The location was beautiful."

Reviewed on 2 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.

Discover the most popular places to visit in Oakland

Fred Stanley Community Center

Explore the great outdoors at Fred Stanley Community Center, a lovely green space in Madill. You'll find more to see and do in this family-friendly area.

Fred Stanley Community Center

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.