Oakland Vacations from $522
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Your Oakland Vacation
Pick a Oakland vacation package and focus on what matters — having fun. There's no more stressful planning, just more free time to experience the charms of this awesome city, such as its rich history and friendly locals. When the time comes to venture out and explore, be sure to put Patriots Sports Plex and Borough House Plantation on the to-do list for your trip to Oakland. Whatever your travel plans or the size of your budget, putting together a tailored Oakland vacation is a breeze with Expedia.
The Latest Oakland vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Columbia Downtown - The Vista by IHG
Downtown Columbia
$1,137
per person
Oct 23 - Oct 26
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
8.8/10 Excellent! (782 reviews)
Room was clean and well-appointed. Location is great. Breakfast was very good.
Reviewed on Aug 10, 2026
Hilton Columbia Center
Downtown Columbia
$539
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
8.8/10 Excellent! (1,001 reviews)
The hotel is under construction. The rooms need an overhaul. The bathroom are nasty our soap was empty, call and was told they were out…what!!!!
Reviewed on Aug 10, 2026
Oakland Hotel Deals
Quality Inn Sumter near Shaw AFB
2390 Broad St Sumter SC
Fully refundable
$54 nightly
$61 total
Aug 31 - Sep 1
Total with taxes and fees
6.6/10 (124 reviews)
"Initially gave us a smoking room, had an opened condom packet, with broken fake nails in the drawer, and blood stains on the bed and pillows. My husband contacted the staff manager to come look at the room personally and they gave us another room that was non smoking instead, since I’m pregnant and ..."
Reviewed on Aug 10, 2026
Hyatt Place Sumter / Downtown
18 N Main St Sumter SC
Fully refundableReserve now, pay when you stay
$131 nightly
$147 total
Aug 28 - Aug 29
Total with taxes and fees
Holiday Inn Express Hotel & Suites Camden-I20 (Hwy 521) by IHG
419 Sumter Hwy Camden SC
Fully refundable
$127 nightly
$142 total
Aug 16 - Aug 17
Total with taxes and fees
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 | 1,250 |
Top Sights | Swan Lake Iris Gardens, Patriots Sports Plex and Dillion Park |
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Frequently asked questions
How much does an Oakland vacation package cost?
You can grab a vacation package to this popular destination from $522 on Expedia. But how much your vacation to Oakland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Oakland?
If you're hoping to snag a cheap Oakland vacation package, consider traveling in October, November and December. You'll typically find better prices on hotels and flights during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Oakland?
Generally, a handful of days is enough to visit the top sights during your Oakland vacation. But if you prefer to have time to rest or take day tours, consider extending your trip.
How to find the best Oakland package deals?
Use Expedia's handy filters to help you find some terrific Oakland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or browse for Oakland package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalize your Oakland trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Oakland?
If you're planning an impromptu Oakland adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Oakland break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
