Oakland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $775 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.

Top Oakland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn Columbia

Sleep Inn Columbia

2.5 out of 5
per person
Aug. 26 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Columbia (CAE)
8/10 Very Good! (889 reviews)
Fast friendly service. Didn’t like that ice and drinks are only on the 1st floor

Reviewed on Jun. 17, 2024

Graduate Columbia, S.C.

Graduate Columbia, S.C.

4 out of 5
Downtown Columbia
per person
Aug. 26 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Columbia (CAE)
9.6/10 Exceptional! (1,004 reviews)
Hotel was lovely. Rooms were clean and neat. Check in person was friendly and helpful. Beds were comfortable.

Reviewed on Jun. 14, 2024

Cambria Hotel Columbia Downtown The Vista

Cambria Hotel Columbia Downtown The Vista

3.5 out of 5
Downtown Columbia
per person
Aug. 26 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Columbia (CAE)
9.4/10 Exceptional! (549 reviews)
Property is new, modern, well equipped and in a great location. Limited parking. I don’t think my room had been used in a while. It was nice but there were lots of knats in the bathroom.

Reviewed on Jun. 15, 2024

Motel 6 West Columbia, SC - Airport

Motel 6 West Columbia, SC - Airport

2 out of 5
per person
Aug. 26 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Columbia (CAE)
8/10 Very Good! (101 reviews)
this hotel is newly renovated after a fire now just opened might still have a little dust from new drywall but other than that the rest of my experience was good

Reviewed on Jun. 10, 2024

Sleep Inn Airport

Sleep Inn Airport

2.5 out of 5
per person
Aug. 26 - Aug. 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Columbia (CAE)
7.8/10 Good! (634 reviews)
Fantastic customer service and convenient location.

Reviewed on Jun. 13, 2024

Oakland Hotel Deals

Hyatt Place Sumter / Downtown
Hyatt Place Sumter / Downtown
3 out of 5
18 N Main St, Sumter, SC
Fully refundable
The price is CA $165 per night from Jun. 30 to Jul. 1
CA $165
CA $184 total
includes taxes & fees
Jun 30 - Jul 1
9/10 Wonderful! (637 reviews)
"Great place."

Reviewed on Jun. 8, 2024

Hyatt Place Sumter / Downtown
Baymont By Wyndham Sumter
Baymont By Wyndham Sumter
2.5 out of 5
2491 Broad St, Sumter, SC
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Jun. 19 to Jun. 20
CA $98
CA $108 total
includes taxes & fees
Jun 19 - Jun 20
5.8/10 (156 reviews)
"G"

Reviewed on Jun. 6, 2024

Baymont By Wyndham Sumter
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
The price is CA $162 per night from Jun. 29 to Jun. 30
CA $162
CA $180 total
includes taxes & fees
Jun 29 - Jun 30
8.8/10 Excellent! (529 reviews)
"Very clean!"

Reviewed on Jun. 10, 2024

Tru by Hilton Sumter
See all 72 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
Starting from a low CA $702, a vacation package is your gateway to cheap travel. Customize your Oakland getaway by selecting from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Oakland?
Booking a flight and hotel together with Expedia won’t just save precious time — it’ll save you a pretty penny too. An Oakland vacation package makes it easy to arrange your ideal trip. With more than 550 airlines all over the world to select from, finding flights that fit your schedule won’t be a hassle. Not only that, we’ve got over 1,000,000 hotels globally to take your pick of. Now that’s what we call choice. Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Oakland?
If you plan to check out Shaw Air Force Base, save yourself the stress of commuting and find someplace to stay nearby. It’s one of the most popular attractions in the area.
How far in advance should I book my Oakland vacation?
It depends on the air carrier, but you can generally browse through international flights on Expedia up to a year in advance. While it’s advisable to book ahead of time, lucky customers will occasionally score a cheaper flight only weeks before the date of departure.
What does an Expedia Oakland travel package include?
Flights, hotels and rental cars, or any combination of them — it’s your choice. Whether you’re headed to Oakland with the family or enjoying a solo break, there’s a package to fit every budget and style. Once you’ve made your booking, why not add on one or two tours as well?
What should I know before booking an Oakland travel package?
Locking in all the parts of your vacation together is one of the best ways to save. Bundle your car rentals, flights and hotels into a neat package. But hotels aren’t your only option. Expedia offers all sorts of properties, including vacation rentals such as mountain cabins and spacious residences. The list goes on!
Can I choose my airline with an Oakland Expedia vacation package?
Yes, of course. We offer more than 550 airline partners around the world, so fly with the carrier that fits your budget and travel needs.
If I'm not able to travel, can I cancel my Oakland vacation package?
It’s good to know that you can cancel your Oakland booking if your travel plans have been upended. Whether you’ll incur a fee or not depends on your airline, hotel or car rental company. It may be possible to cancel or change your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Oakland

Image for Swan Lake Iris Gardens

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
Image for Sumter Mall

Sumter Mall

3/5(1 review)

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
Image for Palmetto Tennis Center

Palmetto Tennis Center

You can take time to visit Palmetto Tennis Center during your travels to Sumter. While you're here, you can savor the top-notch restaurants.

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