Oakland Vacations from $434

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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.
Hilton Garden Inn Memphis East Germantown, TN

Hilton Garden Inn Memphis East Germantown, TN

3 out of 5
Price was $569, price is now $434 per person
$434
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip 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

Hu. Hotel

Hu. Hotel

3.5 out of 5
Downtown Memphis
Price was $654, price is now $480 per person
$480
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Memphis (MEM)
8.4/10 Very Good! (1,556 reviews)
The staff was great....really great and super helpful. Made up for the run down hotel--dirty carpets, peeling paint. Rooms are big but amenities are sparse: No coffee maker in room. Breakfast was ok but closed way too early at 9:00am. Parking was reasonable and convenient. Location was convenient. I wish the roof were open even if the bar itself were closed. It would have been a nice place to see sunrise. Location is safe and convenient. Would I stay there again? Possibly

Reviewed on Jan 7, 2026

The Westin Memphis Beale Street

The Westin Memphis Beale Street

4 out of 5
Downtown Memphis
Save 100% on your flight
Price was $885, price is now $649 per person
$649
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Memphis (MEM)
8.6/10 Excellent! (1,005 reviews)
It was excellent stay, only thing why I underrated it is because Wi-Fi is not free of charge and parking is overpriced.

Reviewed on Jan 7, 2026

The Guest House at Graceland

The Guest House at Graceland

4 out of 5
Whitehaven
Price was $739, price is now $562 per person
$562
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Memphis (MEM)
9.4/10 Exceptional! (2,857 reviews)
Everything has been great so far

Reviewed on Jan 5, 2026

The Stallion

The Stallion

4 out of 5
Downtown Memphis
Price was $675, price is now $517 per person
$517
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Memphis (MEM)
9.8/10 Exceptional! (149 reviews)
Walls to thin. You can barely talk without someone hearing you

Reviewed on Jan 1, 2026

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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 11 to Jan 12
$201 total
Jan 11 - Jan 12
Total with taxes and fees
9.8/10 Exceptional! (36 reviews)
It was perfect for a stop on our way from Texas to Ohio. Wish we could've stayed longer, but we will be back.

Reviewed on Jan 7, 2026

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
9.6/10 Exceptional! (4 reviews)
Clean and quiet

Reviewed on Dec 29, 2025

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TinyWoodsEscape near Memphis and Blue Oval City
Holiday Inn Express Hotel & Suites Memphis Southwind by IHG

Holiday Inn Express Hotel & Suites Memphis Southwind by IHG

3 out of 5
4068 Stansell Ct Memphis TN
Fully refundable
$70 nightly
The price is $80 total per night from Jan 25 to Jan 26
$80 total
Jan 25 - Jan 26
Total with taxes and fees
8.2/10 Very Good! (1,017 reviews)
Clean,everything was perfect!! The food was delicious and the service was great! The cleanliness and freshness.

Reviewed on Jan 6, 2026

Holiday Inn Express Hotel & Suites Memphis Southwind by IHG
See all 341 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 $434 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.