Oakland Vacation Packages

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Your Oakland Vacation

Entertainment, history, art and more … There's so much to experience with a Oakland vacation package. And with the ability to customize your city break, it's guaranteed to be one that's tough to forget. In the mood to explore the sights but not sure where to begin? Any trip to Oakland should include Madill Gaming Center. Don't delay your visit to this destination any longer. Your dream Oakland vacation is just a few clicks away with Expedia.

Top Oakland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Casa Duro

Casa Duro

5 out of 5
Lower Greenville
per person
Oct 17 - Oct 20
found 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Dallas (DAL)
9.4/10 Exceptional! (114 reviews)
Fantastic getaway, thank you. Surroundings and ability to work everywhere were awesome, thank you!

Reviewed on Jul. 3, 2025

Indie Deep Ellum

Indie Deep Ellum

3 out of 5
Old East Dallas
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Dallas (DAL)
7.8/10 Good! (37 reviews)
Great stay. Instructions were clear which made everything easy. Would recommend.

Reviewed on Jul. 26, 2025

Rosewood Mansion on Turtle Creek

Rosewood Mansion on Turtle Creek

5 out of 5
Oak Lawn
per person
Aug 30 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Dallas (DAL)
9.4/10 Exceptional! (753 reviews)
As always a superb experience. Our favorite place in Dallas.

Reviewed on Jun. 3, 2025

Canvas Hotel Dallas

Canvas Hotel Dallas

4 out of 5
South Dallas
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Dallas (DAL)
8.8/10 Excellent! (2,500 reviews)
Not all the staff is friendly

Reviewed on Jul. 24, 2025

Hilton Dallas/Plano Granite Park

Hilton Dallas/Plano Granite Park

3 out of 5
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Dallas (DFW)
9.4/10 Exceptional! (1,002 reviews)
Great staff and fun area

Reviewed on Jul. 20, 2025

Ready to book your vacation to Oakland?

 

Choose your dates

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 CA $188 per night from Aug 9 to Aug 10
CA $188
CA $216 total
Aug 9 - Aug 10
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 Jul. 22, 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 CA $123 per night from Jul 27 to Jul 28
CA $123
CA $141 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (339 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 Jul. 16, 2025

American Inn Madill
Willow Springs Marina

Willow Springs Marina

2 out of 5
1401 Willow Springs Rd, Mead, OK
The price is CA $105 per night from Jul 27 to Jul 28
CA $105
CA $124 total
Jul 27 - Jul 28
includes taxes & fees
9.4/10 Exceptional! (200 reviews)
Cabin by the water.
"The cabin was nice and cold on a hot day! Everything I could have asked for for the stay."

Reviewed on Jul. 22, 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Oakland

Memorial Park

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

Memorial Park

Frequently asked questions

How much does an Oakland vacation package cost?
Offering excellent value package deals from CA $843 on Expedia, you'll be pleasantly surprised at how much a vacation to Oakland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakland?
If you're hoping to snag a cheap Oakland vacation package, consider visiting in January, February and April. You're likely to 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?
The ideal duration for your Oakland vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to check out all the main sights and explore some hidden spots along the way.
How to find the best Oakland package deals?
Landing a cheap Oakland package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a few filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Oakland package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can personalize your Oakland trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Oakland?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Oakland trip.
How to plan a trip to Oakland?

  1. Choose when to travel: Check your schedule and get your bags packed. Your preferred time of year and the available activities will also help you decide when to visit Oakland.
  2. Plan your budget wisely: Besides the price of your accommodations, you'll need to consider other expenses too. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Oakland.
  3. Work out your trip length: Consider how long you want to spend discovering Oakland. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick 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.