Oakland Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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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
Seven Oaks
Price was CA $602, price is now CA $584 per person
CA $584
per person
Jan 14 - Jan 16
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Columbia (CAE)
8.2/10 Very good! (1,206 reviews)

The Lantern Hotel Columbia

The Lantern Hotel Columbia

4 out of 5
Downtown Columbia
Price was CA $845, price is now CA $793 per person
CA $793
per person
Jan 14 - Jan 16
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Columbia (CAE)
9.8/10 Exceptional! (218 reviews)
Service and respect to customers

Reviewed on Nov 6, 2026

Hyatt Place Columbia/Downtown/The Vista

Hyatt Place Columbia/Downtown/The Vista

3 out of 5
Downtown Columbia
Price was CA $728, price is now CA $686 per person
CA $686
per person
Jan 14 - Jan 16
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Columbia (CAE)
8.8/10 Excellent! (1,002 reviews)

La Quinta Inn by Wyndham Columbia SE / Fort Jackson

La Quinta Inn by Wyndham Columbia SE / Fort Jackson

3 out of 5
Price was CA $649, price is now CA $622 per person
CA $622
per person
Jan 14 - Jan 16
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Columbia (CAE)
8.4/10 Very good! (1,013 reviews)
Aircomdition clean room

Reviewed on Nov 6, 2026

Holiday Inn Express & Suites Columbia-I-26 @ Harbison Blvd by IHG

Holiday Inn Express & Suites Columbia-I-26 @ Harbison Blvd by IHG

2.5 out of 5
Price was CA $640, price is now CA $615 per person
CA $615
per person
Jan 14 - Jan 16
found 15 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Columbia (CAE)
9/10 Wonderful! (1,235 reviews)
Nice place.

Reviewed on Nov 6, 2026

Ready to book your vacation to Oakland?

 

Choose your dates

Oakland Hotel Deals

Quality Inn Sumter near Shaw AFB

Quality Inn Sumter near Shaw AFB

2.5 out of 5
2390 Broad St Sumter SC
Fully refundable
The price is CA $106 per night from Nov 22 to Nov 23
CA $106
CA $119 total
Nov 22 - Nov 23
includes taxes & fees
6.6/10 (146 reviews)
"Just don't unless it's like $30/night. That's where your expectations should be."

Reviewed on Nov 6, 2026

Quality Inn Sumter near Shaw AFB
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 CA $168 per night from Nov 10 to Nov 11
CA $168
CA $188 total
Nov 10 - Nov 11
includes taxes & fees
8.2/10 Very good! (293 reviews)
"I loved my stay, especially the night staff. I arrived late and she welcome to me with a lovely greeting got me checked in promptly and assisted me with everything that I needed."

Reviewed on Nov 1, 2026

Woodspring Suites Sumter Near Shaw Afb
1912 Bed and Breakfast

1912 Bed and Breakfast

3.5 out of 5
24 Warren St Sumter SC
The price is CA $182 per night from Nov 15 to Nov 16
CA $182
CA $203 total
Nov 15 - Nov 16
includes taxes & fees
10/10 Exceptional! (335 reviews)
"Loved the room and the Southern Hospitality"

Reviewed on Oct 14, 2026

1912 Bed and Breakfast
See all 86 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
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Frequently asked questions

How much does an Oakland vacation package cost?
Offering great value package deals from CA $584 on Expedia, you'll be thrilled with how little a vacation to Oakland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakland?
January, February and October are the best times to search for cheap Oakland vacation packages. Opting to travel in less busy periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Oakland?
Generally, a handful of days is enough to see the major sights during your Oakland vacation. However, if you prefer to have some time to kick back or go on day tours, consider extending your itinerary.
How to find the best Oakland package deals?
Finding a cheap Oakland package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to discover the most economical Oakland package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book an Oakland vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Oakland vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Oakland?
Secure incredible bargains by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Oakland escape.
How to plan a trip to Oakland?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Oakland.
  2. Budget wisely: On top of the cost of your stay, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside a little extra for unexpected costs that could crop up during your trip to Oakland.
  3. Decide how long to go for: Now that you're more familiar with Oakland, you can work out the perfect length of your vacation. Create a rough itinerary and allocate enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Oakland vacation package for you.

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