Oakland Vacations from $212

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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.

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Sandman Signature Plano - Frisco Hotel

Sandman Signature Plano - Frisco Hotel

3.5 out of 5
Save 100% on your flight
Price was $350, price is now $212 per person
$212
per person
Jan 23 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DFW)
9.2/10 Wonderful! (1,898 reviews)
Clean hotel. Quiet. Close to everything

Reviewed on Nov 28, 2025

Casa Duro

Casa Duro

5 out of 5
Lower Greenville
Price was $1,230, price is now $472 per person
$472
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Dallas (DAL)
9.4/10 Exceptional! (136 reviews)
Casa Duro is a gem. This is truly a special place to stay with thoughtful decor and much more space than a typical hotel room. It's in a fabulous neighborhood, parking is easy, and there are a lot of places to explore within walking distance. The next time I travel to Dallas, I'll be rebooking at Casa Duro.

Reviewed on Nov 13, 2025

Sandman Signature Dallas Las Colinas Hotel & Suites

Sandman Signature Dallas Las Colinas Hotel & Suites

4 out of 5
Las Colinas
Price was $609, price is now $348 per person
$348
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DFW)
9.8/10 Exceptional! (247 reviews)
Room was okay and hotel proximity to the airport was a plus.

Reviewed on Dec 2, 2025

Graduate by Hilton Dallas

Graduate by Hilton Dallas

4 out of 5
Park Cities
Save 100% on your flight
Price was $554, price is now $332 per person
$332
per person
Feb 12 - Feb 15
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DAL)
8.4/10 Very Good! (1,001 reviews)
We chose this hotel because it is five minutes from our son’s house. Super convenient. Our second stay there. The bed was too hard for our taste but other than that it was great.

Reviewed on Nov 29, 2025

Springhill Suites Dallas Plano/Frisco

Springhill Suites Dallas Plano/Frisco

3 out of 5
Save 100% on your flight
Price was $373, price is now $234 per person
$234
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Dallas (DFW)
9.4/10 Exceptional! (799 reviews)
Very nice property.

Reviewed on Nov 17, 2025

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Discover the most popular places to visit in Oakland

Madill Gaming Center

Why not try your luck with a visit to Madill Gaming Center during your travels in Madill? While you're in the area, wander around the parks.

Madill Gaming Center

Raymond Gary Park

2.5/5(2 reviews)

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

Raymond Gary Park

Fred Stanley Community Center

4/5(1 review)

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

Oakland Hotel Deals

American Inn Madill

American Inn Madill

2 out of 5
601 N 1st Street Madill OK
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $106 total per night from Dec 4 to Dec 5
$106 total
Dec 4 - Dec 5
Total with taxes and fees
8.8/10 Excellent! (356 reviews)
Clean room, breakfast was good, extremely nice staff!

Reviewed on Nov 13, 2025

American Inn Madill
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
$115 nightly
The price is $136 total per night from Dec 14 to Dec 15
$136 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (417 reviews)
Very clean and quiet

Reviewed on Nov 30, 2025

Best Western Plus Sand Bass Inn & Suites
Willow Springs Marina

Willow Springs Marina

2 out of 5
1401 Willow Springs Rd Mead OK
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $110 total per night from Dec 4 to Dec 5
$110 total
Dec 4 - Dec 5
Total with taxes and fees
9.2/10 Wonderful! (257 reviews)
This place isn't perfect but it's a decent place to chill, write a book, read a book, walk around, fish, rest, and visit nearby Durant. I spent 2 weeks here in Oct/Nov & the only busy times were the weekends. Even then, other guests were not bothersome & everyone was respectful. I'll be back, for ...

Reviewed on Nov 24, 2025

Willow Springs Marina
See all 443 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.

Find the Best Oakland Vacation Packages

Oakland Essential Information

Language
English
Currency
U.S dollars
Population
1,050

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Frequently asked questions

How much does an Oakland vacation package cost?
Offering great value package deals from $212 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're hoping to book a cheap Oakland vacation package, consider traveling in April, October and November. You'll usually find lower rates on accommodations and flights during these months — ideal for a budget-friendly getaway.
How many days is enough for Oakland?
With a well-planned schedule, you can easily tick off the most popular Oakland attractions in a few days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Oakland vacation for longer.
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.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Your Oakland break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.