Oakland Vacations from $558

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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 & Suites Columbia NE - Ft Jackson Area by IHG

Holiday Inn & Suites Columbia NE - Ft Jackson Area by IHG

3 out of 5
Price was $669, price is now $558 per person
$558
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
8.2/10 Very Good! (1,001 reviews)
I’m very happy with everything and everyone thanks

Reviewed on Mar 6, 2026

Hampton Inn Columbia-Downtown Historic District

Hampton Inn Columbia-Downtown Historic District

2.5 out of 5
Downtown Columbia
Price was $902, price is now $745 per person
$745
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
8.8/10 Excellent! (1,003 reviews)
Kitchen was clean and food was good

Reviewed on Mar 5, 2026

Residence Inn by Marriott Columbia Northeast/Fort Jackson Area

Residence Inn by Marriott Columbia Northeast/Fort Jackson Area

3 out of 5
Price was $743, price is now $615 per person
$615
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
9/10 Wonderful! (796 reviews)
the property was in immaculate shape. The dark colors in the building were a little depressing but the kindness and good will by everyone associated with the property made for a great stay

Reviewed on Mar 10, 2026

The Garnet Goliath

The Garnet Goliath

2 out of 5
Price was $1,427, price is now $1,238 per person
$1,238
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
No reviews
Chesnut Cottage Inn

Chesnut Cottage Inn

4 out of 5
Downtown Columbia
Price was $870, price is now $757 per person
$757
per person
May 13 - May 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
No reviews
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Discover the most popular places to visit in Oakland

Landscape of the swan lake Iris Gardens park in the daylight in Sumter, South Carolina

Swan Lake Iris Gardens

Explore the great outdoors at Swan Lake Iris Gardens, a lovely green space in Sumter. While you're here, you can savor the top-notch restaurants.

Swan Lake Iris Gardens

Palmetto Tennis Center

Catch an event at Palmetto Tennis Center during your trip to Sumter. While you're here, you can savor the top-notch restaurants.

Palmetto Tennis Center

Sumter Mall

You can search for that perfect souvenir at Sumter Mall during your visit to Sumter. While you're here, you can savor the top-notch restaurants.

Sumter Mall

Oakland Hotel Deals

Woodspring Suites Sumter Near Shaw Afb

Woodspring Suites Sumter Near Shaw Afb

2.5 out of 5
2715 Broad Street Sumter SC
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $133 total per night from Apr 5 to Apr 6
$133 total
Apr 5 - Apr 6
Total with taxes and fees
8.2/10 Very Good! (181 reviews)
Front desk associate was competent, friendly, fast and helpful. Room was clean and functional. Bed was hard, but standard for this hotel brand. Would definitely stay again.

Reviewed on Mar 16, 2026

Woodspring Suites Sumter Near Shaw Afb
Springhill Suites By Marriott Camden

Springhill Suites By Marriott Camden

2.5 out of 5
140 Wall Street Camden SC
$176 nightly
The price is $197 total per night from Mar 31 to Apr 1
$197 total
Mar 31 - Apr 1
Total with taxes and fees
9.6/10 Exceptional! (25 reviews)
Everything was clean and smelled good and was comfortable

Reviewed on Mar 1, 2026

Springhill Suites By Marriott Camden
Hampton Inn Camden

Hampton Inn Camden

2.5 out of 5
122 Wall Street Camden SC
$139 nightly
The price is $155 total per night from Mar 23 to Mar 24
$155 total
Mar 23 - Mar 24
Total with taxes and fees
9/10 Wonderful! (373 reviews)
Nice hotel good customer service

Reviewed on Mar 11, 2026

Hampton Inn Camden
See all 78 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
1,250
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 $558 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.