Oakland Vacations from $636

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The Latest Oakland vacation packages

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

Magnolia Hotel Omaha

4.5 out of 5
Downtown Omaha
Price was $737, price is now $636 per person
$636
per person
May 30 - Jun 2
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Omaha (OMA)
9/10 Wonderful! (1,790 reviews)
Loved it. Staff friendly. Food was excellent

Reviewed on Mar 28, 2026

Harrah's Council Bluffs – A Caesars Rewards Destination

Harrah's Council Bluffs – A Caesars Rewards Destination

3.5 out of 5
Price was $1,178, price is now $884 per person
$884
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Omaha (OMA)
8.4/10 Very Good! (352 reviews)
Our go to place to stay the night before we leave for vacation. We've been staying there for the last 5 years and it's always been fantastic.

Reviewed on Mar 23, 2026

Countryside Inn & Suites

Countryside Inn & Suites

2.5 out of 5
Price was $766, price is now $655 per person
$655
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Omaha (OMA)
8.4/10 Very Good! (1,157 reviews)
Would be nicer. There’s a swimming pool/hot tub/steam room Overall, good experience

Reviewed on Mar 27, 2026

The Peregrine Omaha Downtown, Curio Collection by Hilton

The Peregrine Omaha Downtown, Curio Collection by Hilton

4 out of 5
Downtown Omaha
Price was $1,922, price is now $1,686 per person
$1,686
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Omaha (OMA)
8.8/10 Excellent! (355 reviews)
Great location and staff!

Reviewed on Mar 23, 2026

Comfort Suites Omaha East-Council Bluffs

Comfort Suites Omaha East-Council Bluffs

2.5 out of 5
Price was $1,296, price is now $1,142 per person
$1,142
per person
Jun 10 - Jun 15
found 12 hours ago
Roundtrip flight included
Dallas (DFW) to Omaha (OMA)
7/10 Good! (1,012 reviews)
Front desk staff was fast, thorough and friendly. Room was sufficient, had a little musky smell from the A/C but not terrible. Pool was COLD, hot tub was nice and hot but jets were weak. We were on the late end of breakfast (0845 and it stopped at 0900) so unsure what it was like at peak times, out of almost every thing at that point. The beds and pillows were very comfortable!

Reviewed on Mar 20, 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 30 to Mar 31
$74 total
Mar 30 - Mar 31
Total with taxes and fees
8.4/10 Very Good! (1,188 reviews)
The room wasn’t very clean. The breakfast had few choices and even the ones offered, were empty. The garbage bin was overflowing. Instead of napkins, some brown, hard paper towels were offered (the kids you would use in a bathroom to dry your hands). The staff wasn’t around to take care of it and ...

Reviewed on Mar 29, 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 30 to Mar 31
$84 total
Mar 30 - Mar 31
Total with taxes and fees
8.8/10 Excellent! (1,766 reviews)
The staff is really nice, and the room are really clean the breakfast was freash when we went to get something to eat. And the dinning area was nice and clean.

Reviewed on Mar 28, 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
$74 nightly
The price is $83 total per night from Apr 9 to Apr 10
$83 total
Apr 9 - Apr 10
Total with taxes and fees
9.2/10 Wonderful! (1,357 reviews)
Clean comfortable and the staff went above and beyond

Reviewed on Mar 27, 2026

My Place Hotel - Council Bluffs/Omaha East, IA
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 $636 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.