Oakland Vacations from $346

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Sleep Inn Columbia

Sleep Inn Columbia

2.5 out of 5
Seven Oaks
Price was $435, price is now $346 per person
$346
per person
Feb 26 - Mar 1
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
8.2/10 Very Good! (1,005 reviews)
Room was very clean, quiet floor great area and amenities.

Reviewed on Nov 27, 2025

Holiday Inn Express Columbia NE - Fort Jackson by IHG

Holiday Inn Express Columbia NE - Fort Jackson by IHG

2.5 out of 5
Price was $740, price is now $562 per person
$562
per person
Jan 17 - Jan 24
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Columbia (CAE)
8.6/10 Excellent! (943 reviews)
Great stay! Will stay again when visiting area!

Reviewed on Dec 1, 2025

Sleep Inn Airport

Sleep Inn Airport

2.5 out of 5
Price was $467, price is now $368 per person
$368
per person
Feb 26 - Mar 1
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
7.8/10 Good! (813 reviews)
Basic room at a decent price. Near the ramp to 26, but not the best area of town. Great staff though, very helpful and accommodating.

Reviewed on Oct 28, 2025

Hilton Garden Inn Columbia Northeast

Hilton Garden Inn Columbia Northeast

3 out of 5
Price was $779, price is now $623 per person
$623
per person
Jan 17 - Jan 24
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Columbia (CAE)
9/10 Wonderful! (993 reviews)
Great hotel upgrade/remodel, super friendly staff and clean rooms.

Reviewed on Dec 2, 2025

Hilton Garden Inn Columbia Airport

Hilton Garden Inn Columbia Airport

3 out of 5
Price was $524, price is now $430 per person
$430
per person
Feb 26 - Mar 1
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Columbia (CAE)
9/10 Wonderful! (1,003 reviews)
12 minutes from the airport and the breakfast was outstanding- the staff was excellent to me and my guests. I was at the hotel for a gala and the entire setting/setup was perfect

Reviewed on Dec 8, 2025

Don't see what you're looking for?
See all available trips from Columbus to Oakland
View all trips

Discover the most popular places to visit in Oakland

The beautiful black waters of Swan Lake form the setting for the spectacular Iris Gardens. The lake is dotted with colorful islands, and wildlife is abundant. The only public park in the United States to feature all eight swan species, Swan Lake-Iris Gardens is also home to some of the nation's most intensive plantings of Japanese iris

Swan Lake Iris Gardens

4.5/5(28 reviews)

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

Sumter Mall

3.5/5(61 reviews)

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

Palmetto Tennis Center

4/5(3 reviews)

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

Oakland Hotel Deals

Tru by Hilton Sumter

Tru by Hilton Sumter

2.5 out of 5
2607 Broad Street Sumter SC
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $93 total per night from Jan 4 to Jan 5
$93 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.8/10 Excellent! (668 reviews)
Good

Reviewed on Dec 9, 2025

Tru by Hilton Sumter
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
$104 nightly
The price is $116 total per night from Dec 14 to Dec 15
$116 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (135 reviews)
Pros- cooking ability with 2 stove caps, microwave and large refrigerator. Clean Cons- need new exterior bed covers and get rid of the old blankets. Offer pet free rooms for those with allergic problems. I never visited a property with mini kitchen but you have to purchase pots/pans or even silverware/dishware ...

Reviewed on Dec 9, 2025

Woodspring Suites Sumter Near Shaw Afb
Hyatt Place Sumter / Downtown

Hyatt Place Sumter / Downtown

3 out of 5
18 N Main St Sumter SC
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $128 total per night from Dec 21 to Dec 22
$128 total
Dec 21 - Dec 22
Total with taxes and fees
9/10 Wonderful! (879 reviews)
Cleanliness of the rooms; Friendliness of the staff; efficient check-in and check-out

Reviewed on Nov 24, 2025

Hyatt Place Sumter / Downtown
See all 82 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
You can grab a vacation package to this popular destination from $346 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.