Oakland Vacations from $530

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Your Oakland Vacation

Skip the hassle of organizing your next grand adventure with a Oakland vacation package. Whether you're interested in its art, food, architecture or something else, this city offers limitless opportunities for discovery. Ready to see the sights? Spend some time enjoying major attractions such as Confederate Cemetery during your trip to Oakland. Whatever your travel plans or budget, organizing 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.
Horseshoe Tunica- A Caesars Rewards Destination

Horseshoe Tunica- A Caesars Rewards Destination

3.5 out of 5
Price was $761, price is now $530 per person
$530
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Memphis (MEM)
7.6/10 Good! (1,002 reviews)
The room floor around edges had dust built up on it. Could use a microwave in the rooms also.

Reviewed on Dec 8, 2025

The Westin Memphis Beale Street

The Westin Memphis Beale Street

4 out of 5
Downtown Memphis
Save 100% on your flight
Price was $1,217, price is now $868 per person
$868
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Memphis (MEM)
8.6/10 Excellent! (1,005 reviews)
Clean room ... very nice staff.

Reviewed on Dec 30, 2025

Hu. Hotel

Hu. Hotel

3.5 out of 5
Downtown Memphis
Price was $909, price is now $663 per person
$663
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Memphis (MEM)
8.4/10 Very Good! (1,556 reviews)
We had a pleasent experience staying at Hu hotel!

Reviewed on Dec 30, 2025

Hilton Garden Inn Memphis East Germantown, TN

Hilton Garden Inn Memphis East Germantown, TN

3 out of 5
Price was $874, price is now $641 per person
$641
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Memphis (MEM)
8.8/10 Excellent! (435 reviews)
Everyone has been helpful and the room is clean.

Reviewed on Dec 7, 2025

The Stallion

The Stallion

4 out of 5
Downtown Memphis
Price was $898, price is now $672 per person
$672
per person
Mar 15 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Memphis (MEM)
9.8/10 Exceptional! (149 reviews)
Wonderful and pleasant stay.

Reviewed on Dec 23, 2025

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Discover the most popular places to visit in Oakland

Confederate Cemetery

Enjoy a stop at Confederate Cemetery, a landmark worth seeing in Oakland. Make some time to visit the shops while you're in the area.

Confederate Cemetery

Oakland Hotel Deals

TinyLakeEscape,Hot Tub near Memphis

TinyLakeEscape,Hot Tub near Memphis

Oakland TN
$179 nightly
The price is $201 total per night from Jan 4 to Jan 5
$201 total
Jan 4 - Jan 5
Total with taxes and fees
9.8/10 Exceptional! (33 reviews)
Quiet and beautiful property with no contract as we enjoy privacy.

Reviewed on Dec 24, 2025

TinyLakeEscape,Hot Tub near Memphis
TinyWoodsEscape near Memphis and Blue Oval City

TinyWoodsEscape near Memphis and Blue Oval City

2 out of 5
Oakland TN
$198 nightly
The price is $224 total per night from Jan 4 to Jan 5
$224 total
Jan 4 - Jan 5
Total with taxes and fees
10/10 Exceptional! (2 reviews)
Host Angela was very responsive and helpful. Property is small (as advertised) but very well equipped and comfortable. Nice big front porch. Peaceful quiet area.

Reviewed on Dec 26, 2025

TinyWoodsEscape near Memphis and Blue Oval City
Hyatt Place Memphis/Wolfchase Galleria

Hyatt Place Memphis/Wolfchase Galleria

3 out of 5
7905 Giacosa Pl Memphis TN
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $107 total per night from Jan 11 to Jan 12
$107 total
Jan 11 - Jan 12
Total with taxes and fees
9/10 Wonderful! (1,382 reviews)
Yes

Reviewed on Dec 24, 2025

Hyatt Place Memphis/Wolfchase Galleria
See all 344 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
Closest Airport
Memphis Intl. Airport (MEM)
Population
7,500
Max Temp Winter
50ºF
Max Temp Summer
90ºF
Top Sights
Eckert James River Bat Cave Preserve and Confederate Cemetery

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Frequently asked questions

How much does an Oakland vacation package cost?
Offering excellent value package deals from $530 on Expedia, you'll be surprised at how little a vacation to Oakland costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakland?
November, December and January are great times to search for cheap Oakland vacation packages. Opting to travel in quieter months means you'll typically find reduced prices on hotels and flights.
How many days is enough for Oakland?
With a well-planned itinerary, you can easily tick off the main Oakland sights in a few days. But if you want to venture off the beaten track or go on day tours, consider booking your Oakland vacation for longer.
How to find the best Oakland package deals?
Finding a cheap Oakland package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most economical Oakland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling 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 give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Oakland vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Oakland?
If you're planning a spontaneous Oakland vacation, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Your Oakland break is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you a little more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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