Oakland Vacations from $765

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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 $935, price is now $765 per person
$765
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Omaha (OMA)
8.4/10 Very Good! (1,157 reviews)
Yes…we had a great stay

Reviewed on Mar 16, 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 $2,071, price is now $1,521 per person
$1,521
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Omaha (OMA)
8.8/10 Excellent! (355 reviews)
The charm of the hotel, the excellent staff, and the prime location make Casa Blanca the perfect hotel for a Broadway stay in NYC.

Reviewed on Mar 15, 2026

Homewood Suites by Hilton Omaha Downtown

Homewood Suites by Hilton Omaha Downtown

3 out of 5
Downtown Omaha
Price was $1,971, price is now $1,602 per person
$1,602
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Omaha (OMA)
8.6/10 Excellent! (1,000 reviews)
Everything about the hotel was great

Reviewed on Mar 21, 2026

Hampton Inn & Suites Omaha-Downtown

Hampton Inn & Suites Omaha-Downtown

2.5 out of 5
Downtown Omaha
Price was $1,971, price is now $1,602 per person
$1,602
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Omaha (OMA)
8.4/10 Very Good! (1,660 reviews)
Staff was nice. The rooms were dated but clean.

Reviewed on Mar 22, 2026

Hilton Garden Inn Omaha Downtown/Old Market Area

Hilton Garden Inn Omaha Downtown/Old Market Area

3 out of 5
Downtown Omaha
Price was $1,913, price is now $1,558 per person
$1,558
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Omaha (OMA)
9.2/10 Wonderful! (1,018 reviews)
Clean hotel in central location, walkable to restaurants and entertainment. The staff is great and everything was wonderful!

Reviewed on Mar 22, 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 26 to Mar 27
$74 total
Mar 26 - Mar 27
Total with taxes and fees
8.4/10 Very Good! (1,173 reviews)
Continental breakfast was a joke. Nothing good!

Reviewed on Mar 21, 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 23 to Mar 24
$84 total
Mar 23 - Mar 24
Total with taxes and fees
8.8/10 Excellent! (1,759 reviews)
Clean room and friendly staff. Breakfast was decent. Would definitely stay here again.

Reviewed on Mar 20, 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
$97 nightly
The price is $109 total per night from Apr 5 to Apr 6
$109 total
Apr 5 - Apr 6
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
It was nice. Nothing off the charts though, but was decent and served our needs for place to stay during daughter's basketball tournament (only about 100 yards away, which was definitely a major plus)

Reviewed on Mar 21, 2026

Country Inn & Suites by Radisson, Council Bluffs, IA
See all 125 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 $765 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.