Oakland Trips (flight + hotel)

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to P 3,118 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

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 P7,241 per night from Jul 22 to Jul 23
P7,241
P8,291 total
Jul 22 - Jul 23
includes taxes & fees
8.8/10 Excellent! (396 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 Jun 26, 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 P5,642 per night from Jul 13 to Jul 14
P5,642
P6,460 total
Jul 13 - Jul 14
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 Jun 20, 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 P4,317 per night from Jul 16 to Jul 17
P4,317
P5,096 total
Jul 16 - Jul 17
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 Jul 2, 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.

Popular places to visit

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 vacation package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 travelers 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 vacation. 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 vacation as a package?
Expedia vacation 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 personalized Oakland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oakland?
If you're planning a spur-of-the-moment Oakland vacation, 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 favorite 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 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.