Oakland Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Oakland Vacation Packages

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
The price is ₩149,886 per night from Aug 3 to Aug 4
₩149,886
₩167,873 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (27 reviews)
"The property is new and very clean, no complaints. Friendly staff and knowledgeable of the area."

Reviewed on Jun 29, 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
The price is ₩182,604 per night from Aug 3 to Aug 4
₩182,604
₩204,517 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (822 reviews)
"Perfect location"

Reviewed on Jun 28, 2025

Hyatt Place Sumter / Downtown
Comfort Inn & Suites
Comfort Inn & Suites
2.5 out of 5
220 Wall St, Camden, SC
Fully refundableReserve now, pay when you stay
The price is ₩137,662 per night from Aug 3 to Aug 4
₩137,662
₩154,181 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (581 reviews)
"Amazing"

Reviewed on Jul 5, 2025

Comfort Inn & Suites
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.

Discover the most popular places to visit in Oakland

Frequently asked questions

How much does an Oakland vacation package cost?
You can grab a vacation package to this popular destination 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'd like to book a cheap Oakland vacation package, consider planning a trip in January, February and October. You'll generally find lower prices on flights and accommodations during these quieter months --- ideal for travelers wishing to save money.
How many days is enough for Oakland?
Usually, a handful of days is enough to explore the major attractions during your Oakland vacation. But if you'd like to have time to relax or go on 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.
How to plan a trip to Oakland?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to escape to Oakland.
  2. Set your budget: Factor in expenses like transportation, flights and meals when working out how much to put aside for your trip to Oakland. Then, select a hotel that matches your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Decide how many days away: Start by listing all the activities and attractions you want to experience in Oakland. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick an Oakland vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.