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

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Your Oakland Vacation

Our vacation packages to Oakland let you create your own adventure. Tailor your journey to your needs and interests and make the most of your time in this lively city. Every trip to Oakland just has to include a bit of sightseeing. What to do first? Umpqua Golf Resort and MarshAnne Landing are main attractions. Don't delay your visit to this city any longer. Your ultimate Oakland vacation is just a few clicks away with Expedia.

Top Oakland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Ocean Breeze Motel

Ocean Breeze Motel

2 out of 5
Price was CA $963, price is now CA $918 per person
CA $918
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Eugene (EUG)
9/10 Wonderful! (1,002 reviews)

Driftwood Shores Resort And Conference Center

Driftwood Shores Resort And Conference Center

3 out of 5
Price was CA $1,429, price is now CA $1,395 per person
CA $1,395
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Eugene (EUG)
8.2/10 Very good! (1,496 reviews)

Quality Inn Florence

Quality Inn Florence

2.5 out of 5
Price was CA $982, price is now CA $959 per person
CA $959
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Eugene (EUG)
8.6/10 Excellent! (1,011 reviews)

Economy Inn

Economy Inn

2 out of 5
Price was CA $953, price is now CA $936 per person
CA $936
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Eugene (EUG)
7/10 Good! (939 reviews)
We love their swimming pool! The water temperature is the best! We will go back again.

Reviewed on Nov 9, 2026

Ready to book your vacation to Oakland?

 

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Oakland Hotel Deals

Rice Hill Inn

Rice Hill Inn

2 out of 5
621 John Long Rd Oakland OR
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Nov 12 to Nov 13
CA $84
CA $85 total
Nov 12 - Nov 13
includes taxes & fees
Rice Hill Inn
The Ranch Motel

The Ranch Motel

2 out of 5
581 John Long Rd Oakland OR
The price is CA $110 per night from Nov 12 to Nov 13
CA $110
CA $111 total
Nov 12 - Nov 13
includes taxes & fees
9.2/10 Wonderful! (182 reviews)
"What a delightful place to stay! We loved our room! We have a loft and two beds downstairs. The bathroom was so comfy and the TV set worked well. I loved that there was a refrigerator in the room and a microwave. We felt safe and we were close to the places that we wanted to go! Thank you for the ..."

Reviewed on Nov 10, 2026

The Ranch Motel
Private Pond & Dock! Cozy Cabin in Southern Oregon

Private Pond & Dock! Cozy Cabin in Southern Oregon

Oakland OR
9.6/10 Exceptional! (12 reviews)
"This property was very cute and well maintained. It has an adorable little old town. I would recommend it if your looking for a quite peaceful place to stay"

Reviewed on Oct 12, 2026

Get rates
Private Pond & Dock! Cozy Cabin in Southern Oregon
See all 143 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.
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Stay near popular Oakland attractions

MarshAnne Landing

5.0/10 (6 reviews)
You can enjoy a tasting or tour at MarshAnne Landing during your travels to Oakland. While in this family-friendly area, you can savor the top-notch restaurants.
See properties

Frequently asked questions

How much does an Oakland vacation package cost?
You can grab a vacation package to this destination from CA $918 on Expedia. But how much your vacation to Oakland costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Oakland?
February, May and August are the best times to look for cheap Oakland vacation packages. Travelling in quieter periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Oakland?
Usually, a handful of days is enough to see the top sights during your Oakland vacation. But if you prefer to have some time to chill out or go on day trips, think about extending your itinerary.
How to find the best Oakland package deals?
Bagging a cheap Oakland package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Oakland package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically 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 flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally land 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 considering a spontaneous Oakland vacation, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Oakland?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Oakland.
  2. Set your budget: Consider costs such as flights, transportation and food when working out how much to save for your trip to Oakland. Then, pick a property that matches your budget, whether that's an economical option or a high-end getaway.
  3. Decide how long to go away for: Now that you're up to speed on Oakland, you can work out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, book 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.