Oakland Vacations from $285

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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.
OYO Hotel Memphis TN I-40

OYO Hotel Memphis TN I-40

2.5 out of 5
Price was $363, price is now $285 per person
$285
per person
Feb 25 - Mar 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Memphis (MEM)
4.2/10 (1,002 reviews)
Couldn’t have asked for a better experience. Comfortable seating areas in the lobby. Check-in was smooth and quick.

Reviewed on Dec 21, 2025

The Oliver Hotel, Oxford

The Oliver Hotel, Oxford

4 out of 5
Courthouse Square Historic District
Save 100% on your flight
Price was $978, price is now $670 per person
$670
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Memphis (MEM)
9.6/10 Exceptional! (306 reviews)
The Oliver Hotel was provided a wonderful experience for my wife and I. Our room was clean and well appointed. The bath room was gorgeous, with opposte sinks, a claw foot tub, and a large shower. The hotel location is perfect, a couple blocks from quaint and well adorned town square. Shout out to the town of Oxford as well, the people we encountered were so nice and hospitable. A true 5-star hotel with a restaurant and Speak Easy on site. We enjoyed the Speak Easy on consecutive nights and the best cocktails we have ever had, hand crafted specifically for us by a wonderful craftsman named Damian. All in all a wonderfully hospitable stay.

Reviewed on Dec 5, 2025

Hilton Garden Inn Memphis East Germantown, TN

Hilton Garden Inn Memphis East Germantown, TN

3 out of 5
Price was $605, price is now $462 per person
$462
per person
Feb 25 - Mar 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Memphis (MEM)
8.8/10 Excellent! (435 reviews)
Everyone has been helpful and the room is clean.

Reviewed on Dec 7, 2025

Courtyard by Marriott Memphis Germantown

Courtyard by Marriott Memphis Germantown

3 out of 5
Price was $552, price is now $426 per person
$426
per person
Feb 25 - Mar 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Memphis (MEM)
8/10 Very Good! (832 reviews)
Easy parking, check in and out, great food! Friendly and helpful staff!!!

Reviewed on Dec 24, 2025

Home2 Suites by Hilton Memphis East Germantown

Home2 Suites by Hilton Memphis East Germantown

3 out of 5
Price was $543, price is now $426 per person
$426
per person
Feb 25 - Mar 1
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Memphis (MEM)
8.8/10 Excellent! (146 reviews)
Very much enjoy the property, but the weekend breakfast was lacking only one person to cover both hotels. Both pool and pool restroom needed to be cleaned

Reviewed on Aug 17, 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

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 4 to Jan 5
$107 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9/10 Wonderful! (1,378 reviews)
Absolutely spotless

Reviewed on Dec 21, 2025

Hyatt Place Memphis/Wolfchase Galleria
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 4 to Jan 5
$80 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
Great

Reviewed on Dec 22, 2025

Holiday Inn Express Hotel & Suites Memphis Southwind by IHG
Hyatt Place Memphis Primacy Park

Hyatt Place Memphis Primacy Park

3 out of 5
1220 Primacy Pkwy Memphis TN
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $112 total per night from Jan 4 to Jan 5
$112 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.8/10 Good! (1,001 reviews)
Okay for overnight. Was surprised by the added charge for parking. Had breakfast at a fabulous restaurant close by

Reviewed on Dec 21, 2025

Hyatt Place Memphis Primacy Park
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 $285 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.