Oakland Vacations from $259

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Countryside Inn & Suites

Countryside Inn & Suites

2.5 out of 5
Price was $318, price is now $259 per person
$259
per person
Dec 18 - Dec 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Omaha (OMA)
16.4/10 Exceptional! (1,010 reviews)
Front desk staff was extremely nice and cheerful. Clean hotel with a safe atmosphere.

Reviewed on Nov 14, 2025

Harrah's Council Bluffs – A Caesars Rewards Destination

Harrah's Council Bluffs – A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $552, price is now $334 per person
$334
per person
Dec 18 - Dec 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Omaha (OMA)
16.4/10 Exceptional! (288 reviews)
Nice, big, clean room. Very comfortable pillows and bed. Pleasant staff. Lots to do.

Reviewed on Nov 12, 2025

Ameristar Casino Hotel Council Bluffs

Ameristar Casino Hotel Council Bluffs

4 out of 5
Price was $483, price is now $344 per person
$344
per person
Dec 18 - Dec 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Omaha (OMA)
16/10 Exceptional! (1,005 reviews)
Great service and room is great as always

Reviewed on Nov 3, 2025

Hilton Omaha

Hilton Omaha

4 out of 5
Downtown Omaha
Price was $521, price is now $431 per person
$431
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Omaha (OMA)
17.2/10 Exceptional! (1,001 reviews)
Very slow check in, no charging stations in room except for a broken one, parking is not good and way overpriced. Stayed at a Comfort Inn last week and was just as nice and better in someways. Probably will not stay here again.

Reviewed on Nov 16, 2025

Cobblestone Inn & Suites - Clarinda

Cobblestone Inn & Suites - Clarinda

3 out of 5
Price was $466, price is now $393 per person
$393
per person
Dec 18 - Dec 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Omaha (OMA)
9.2/10 Wonderful! (307 reviews)
The room was very clean I came in one night with a question and as I walked to the counter I noticed that the front desk clerk was in the back room. The desk had instructions to dial "0" on the desk phone if I needed help. I did this and the phone was loud and I allowed it to ring at least 6 times but the clerk never came out so I just left. This is unfortunate because the morning clerk (I believe her name is Courntey) was very pleasant and helpful. I did not eat breakfast at the property I do not have a pet

Reviewed on Oct 24, 2025

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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
$78 nightly
The price is $87 total per night from Nov 18 to Nov 19
$87 total
Nov 18 - Nov 19
Total with taxes and fees
8.2/10 Very Good! (1,010 reviews)
Front desk staff was extremely nice and cheerful. Clean hotel with a safe atmosphere.

Reviewed on Nov 14, 2025

Countryside 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
$92 nightly
The price is $103 total per night from Dec 14 to Dec 15
$103 total
Dec 14 - Dec 15
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
Conveniently located to Airport

Reviewed on Nov 12, 2025

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

BridgePointe Inn & Suites

2 out of 5
3619 9th Ave Council Bluffs IA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Nov 20 to Nov 21
$78 total
Nov 20 - Nov 21
Total with taxes and fees
8.8/10 Excellent! (1,762 reviews)
Great place

Reviewed on Nov 14, 2025

BridgePointe Inn & Suites
See all 131 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 $259 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.