Oakland Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

Top Oakland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Moose
Memphis Riverline Hotel
Airport Inn Memphis Near Graceland By Hotel O
Hotel Pontotoc
Landing Apartments Memphis near UTHSC

Ready to book your vacation to Oakland?

 

Choose your dates

Oakland Hotel Deals

Lakefront Tiny Cabin + Hot Tub | Oakland, TN

Lakefront Tiny Cabin + Hot Tub | Oakland, TN

Oakland TN
The price is CA $114 per night from Nov 5 to Nov 6
CA $114
CA $267 total
Nov 5 - Nov 6
includes taxes & fees
10/10 Exceptional! (49 reviews)
"skip"

Reviewed on Nov 2, 2026

Lakefront Tiny Cabin + Hot Tub | Oakland, TN
Best Western Plus Galleria Inn & Suites

Best Western Plus Galleria Inn & Suites

2.5 out of 5
8635 Us Highway 64 Memphis TN
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Nov 8 to Nov 9
CA $114
CA $139 total
Nov 8 - Nov 9
includes taxes & fees
Best Western Plus Galleria Inn & Suites
Hyatt Place Memphis/Wolfchase Galleria

Hyatt Place Memphis/Wolfchase Galleria

3 out of 5
7905 Giacosa Pl Memphis TN
Hyatt Place Memphis/Wolfchase Galleria
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.

Frequently asked questions

How much does an Oakland vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,035 on Expedia. However, how much your vacation to Oakland costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Oakland?
The off-season is the best time to head to Oakland if you're hoping to keep costs down. Another tip for getting cheap Oakland vacation packages? Avoid visiting during public holidays and any major events or festivals.
How many days is enough for Oakland?
The ideal duration of your Oakland vacation depends on what you'd like to see. Generally, a few days to a week will give you time to go to all the leading attractions and explore some hidden gems along the way.
How to find the best Oakland package deals?
Use Expedia's handy filters to help you find some fabulous Oakland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Oakland package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging accommodations and flights separately. Better still, you can customize your Oakland escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Oakland?
If you've got your Oakland vacation dates finalized, book as early as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for travelling on a whim.
How to plan a trip to Oakland?

  1. Choose when to travel: Check your diary and get packing. Your preferred time of year and the activities available will also help you decide when to vacation in Oakland.
  2. Work out your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and flights. Your accommodations will probably be the biggest expense during your trip to Oakland.
  3. Decide how long to go away for: Now that you're up to speed on Oakland, you can figure out the ideal length of your vacation. Pull together a rough plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: Once you've settled on your trip dates and duration, book the ideal 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.