Oakland Vacations from $511

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Omaha

Hilton Omaha

4 out of 5
Downtown Omaha
Save 100% on your flight
Price was $679, price is now $511 per person
$511
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.6/10 Excellent! (1,000 reviews)
It was everything we expected and more. Great parking and acces to venues we went to

Reviewed on Apr 13, 2026

The Peregrine Omaha Downtown, Curio Collection by Hilton

The Peregrine Omaha Downtown, Curio Collection by Hilton

4 out of 5
Downtown Omaha
Save 100% on your flight
Price was $2,481, price is now $1,751 per person
$1,751
per person
Jun 19 - Jun 23
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Omaha (OMA)
8.8/10 Excellent! (362 reviews)
Service was slow in restaurant on Sunday am. Bathroom not fully clean (hairs noticed from previous guests). Room in good shape. Noisy outside as put me in room right outside elevator!?! Why?

Reviewed on Apr 1, 2026

Hotel Deco

Hotel Deco

4.5 out of 5
Downtown Omaha
Save 100% on your flight
Price was $2,018, price is now $1,533 per person
$1,533
per person
Jun 19 - Jun 23
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Omaha (OMA)
8.8/10 Excellent! (1,135 reviews)
Nice room, ok parking, great bar, gorgeous decor. Staff is hit or miss but I doubt I would be miss congeniality on their pay so I can't be mad.

Reviewed on Apr 14, 2026

Countryside Inn & Suites

Countryside Inn & Suites

2.5 out of 5
Price was $956, price is now $728 per person
$728
per person
Jun 19 - Jun 23
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Omaha (OMA)
8.4/10 Very Good! (1,191 reviews)
Good clean hotel for an overnight stay. Rates are great & the staff too

Reviewed on Apr 13, 2026

BridgePointe Inn & Suites

BridgePointe Inn & Suites

2 out of 5
Price was $1,347, price is now $1,042 per person
$1,042
per person
Jun 19 - Jun 23
found 8 hours ago
Roundtrip flight included
Houston (HOU) to Omaha (OMA)
8.8/10 Excellent! (1,769 reviews)
Cleanliness and neatness is excellent. The heating was adequate. Flooring is vinyl, nothing fancy. Breakfast was good but not great. Coffee was not good at all. The biggest issue I had was with outside noise. Due to location, traffic noise is on the high side. Entrance to parking lot is through a gas station driveway, with standing water. The stay was good overall...I give it 3.75 out of 5.

Reviewed on Apr 11, 2026

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Oakland Hotel Deals

Countryside Inn & Suites

Countryside Inn & Suites

2.5 out of 5
3208 S 7th St Council Bluffs IA
Fully refundableReserve now, pay when you stay
$66 nightly
The price is $74 total per night from Apr 16 to Apr 17
$74 total
Apr 16 - Apr 17
Total with taxes and fees
8.4/10 Very Good! (1,211 reviews)
Great job

Reviewed on Apr 14, 2026

Countryside Inn & Suites
BridgePointe Inn & Suites

BridgePointe Inn & Suites

2 out of 5
3619 9th Ave Council Bluffs IA
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $86 total per night from Apr 16 to Apr 17
$86 total
Apr 16 - Apr 17
Total with taxes and fees
8.8/10 Excellent! (1,766 reviews)
Cleanliness and neatness is excellent. The heating was adequate. Flooring is vinyl, nothing fancy. Breakfast was good but not great. Coffee was not good at all. The biggest issue I had was with outside noise. Due to location, traffic noise is on the high side. Entrance to parking lot is through a ...

Reviewed on Apr 11, 2026

BridgePointe Inn & Suites
My Place Hotel - Council Bluffs/Omaha East, IA

My Place Hotel - Council Bluffs/Omaha East, IA

2.5 out of 5
2281 South 35th Street Council Bluffs IA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Apr 22 to Apr 23
$100 total
Apr 22 - Apr 23
Total with taxes and fees
9.2/10 Wonderful! (1,360 reviews)
Clean room, nicely updated. Staff was helpful and pleasant. No breakfast, but was not expecting one. We were only there one night, so we did not use the kitchen, but appears to be well appointed.

Reviewed on Apr 11, 2026

My Place Hotel - Council Bluffs/Omaha East, IA
See all 120 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
1,500
Max Temp Winter
30ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from $511 on Expedia for your Oakland getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
November, December and January are the best times to look for cheap Oakland vacation packages. Traveling in quieter periods means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Oakland?
Typically, a handful of days is enough to check out the top attractions during your Oakland vacation. However, if you prefer to have time to rest or take day tours, consider extending your trip.
How to find the best Oakland package deals?
Begin your search for an Oakland package deal by entering your destination and travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Oakland package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Oakland escape off to a flying start.
Is it cheaper to book an Oakland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still have the freedom to create a personalized Oakland vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Oakland?
Enjoy incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Oakland break.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Your Oakland break is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.