Oakland Vacations from $232

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Missouri Valley

Americas Best Value Inn Missouri Valley

2 out of 5
Price was $285, price is now $232 per person
$232
per person
May 18 - May 21
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
7/10 Good! (339 reviews)
Room was okay. No microwave. No drinking water.

Reviewed on Jan 29, 2026

Harrah's Council Bluffs – A Caesars Rewards Destination

Harrah's Council Bluffs – A Caesars Rewards Destination

3.5 out of 5
Price was $697, price is now $507 per person
$507
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Omaha (OMA)
8.4/10 Very Good! (348 reviews)
It was all very good very nice

Reviewed on Mar 11, 2026

Holiday Inn Express & Suites Cherry by IHG

Holiday Inn Express & Suites Cherry by IHG

3 out of 5
North Central Omaha
Price was $389, price is now $320 per person
$320
per person
May 18 - May 21
found 20 hours ago
Roundtrip flight included
Denver (DEN) to Omaha (OMA)
8.8/10 Excellent! (875 reviews)
Clean nice and pool area was great!

Reviewed on Mar 13, 2026

Hotel Indigo Omaha Downtown by IHG

Hotel Indigo Omaha Downtown by IHG

3.5 out of 5
Downtown Omaha
Price was $626, price is now $534 per person
$534
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Harrisburg (MDT) to Omaha (OMA)
9.4/10 Exceptional! (1,005 reviews)
Very clean, comfortable and convenient. The shuttle is quite useful.

Reviewed on Mar 10, 2026

Residence Inn by Marriott Omaha Downtown/Old Market Area

Residence Inn by Marriott Omaha Downtown/Old Market Area

3 out of 5
Downtown Omaha
Price was $642, price is now $554 per person
$554
per person
Jun 1 - Jun 3
found 14 hours ago
Roundtrip flight included
Chicago (CHI) to Omaha (OMA)
9/10 Wonderful! (1,000 reviews)
The room was spotless and the staff were so nice!

Reviewed on Feb 15, 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 Mar 29 to Mar 30
$74 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (1,162 reviews)
Was not enough food in the kitchen or for breakfast got in there at 8 o’clock and all was empty never got refilled

Reviewed on Mar 11, 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
$75 nightly
The price is $84 total per night from Mar 15 to Mar 16
$84 total
Mar 15 - Mar 16
Total with taxes and fees
8.8/10 Excellent! (1,749 reviews)
Clean and affordable hotel with a standard breakfast. The room itself was fine and generally well kept for the price. However, the pillows were thick and very hard. After sleeping on them, I developed neck pain and eventually had to visit a chiropractor to fix it. This was the only major downside, ...

Reviewed on Mar 13, 2026

BridgePointe Inn & Suites
Country Inn & Suites by Radisson, Council Bluffs, IA

Country Inn & Suites by Radisson, Council Bluffs, IA

2.5 out of 5
17 Arena Way Council Bluffs IA
Fully refundable
$93 nightly
The price is $104 total per night from Apr 1 to Apr 2
$104 total
Apr 1 - Apr 2
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Yes

Reviewed on Mar 11, 2026

Country Inn & Suites by Radisson, Council Bluffs, IA
See all 130 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 $232 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.