Oakland Vacations from $315

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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.

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Campus Inn & Suites Eugene Downtown

Campus Inn & Suites Eugene Downtown

2 out of 5
Downtown Eugene
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Eugene (EUG)
8/10 Very Good! (1,004 reviews)
The property was clean however, the AC/Heat unit was very very loud.

Reviewed on Aug 12, 2025

Graduate by Hilton Eugene

Graduate by Hilton Eugene

4 out of 5
Downtown Eugene
Save 100% on your flight
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Eugene (EUG)
8.8/10 Excellent! (1,000 reviews)
Parking is not included! Plan an extra $22.oo a day

Reviewed on Aug 11, 2025

Valley River Inn

Valley River Inn

3.5 out of 5
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Eugene (EUG)
9.2/10 Wonderful! (612 reviews)
Close to mall and restaurants. Staff was pleasant and friendly.

Reviewed on Aug 14, 2025

Hayward Inn

Hayward Inn

3 out of 5
East University
Save 100% on your flight
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Eugene (EUG)
8.8/10 Excellent! (2,865 reviews)
The Hayward had everything we needed. The rooms had fantastic air conditioning. The breakfast choices were varied and great. The staff was always helpful. This will definitely be our hotel of choice when we come back.

Reviewed on Aug 13, 2025

Courtesy Inn Eugene Downtown

Courtesy Inn Eugene Downtown

2 out of 5
Downtown Eugene
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Eugene (EUG)
8.2/10 Very Good! (1,003 reviews)
Issues with staff being at the front desk. Waited 10 minutes before showed up to check in. Called and they didn’t even answer the phone. Happened several times not only with me but others. Disappointed. Room was set alcove with no light. Was given option of another room however the couch stunk!

Reviewed on Aug 12, 2025

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Discover the most popular places to visit in Oakland

Misty Oaks Vineyard

You can enjoy a tasting or tour at Misty Oaks Vineyard during your travels to Oakland. While in this walkable area, you can savor the top-notch restaurants.

Misty Oaks Vineyard

Oakland City Park

Oakland City Park is just one of the places to see in Oakland, so why not enjoy the other things to explore during your travels? While in this trendy area, you can savor the top-notch restaurants.

Oakland City Park

MarshAnne Landing

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.

MarshAnne Landing

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
$81 nightly
The price is $82 total per night from Aug 20 to Aug 21
$82 total
Aug 20 - Aug 21
Total includes taxes and fees
7.6/10 Good! (215 reviews)
Great little budget hotel
"Check in was fast, front desk gal was friendly, room was clean, AC worked. Quick stop while traveling and it stored our needs and was a great price. Beds are not the most comfortable but it was adequate for what we paid. I felt safe as a woman traveling alone with kids"

Reviewed on Aug 7, 2025

Rice Hill Inn
The Ranch Motel

The Ranch Motel

2 out of 5
581 John Long Rd, Oakland, OR
8.8/10 Excellent! (79 reviews)
A cool place to stay
"The lady at the front desk was very nice. A unique place to stay, clean room, and easy parking."

Reviewed on Aug 7, 2025

Get rates
The Ranch Motel
Southern Oregon Cabin: Fire Pit & Private Pond!

Southern Oregon Cabin: Fire Pit & Private Pond!

3 out of 5
Oakland
"Cute little place! Especially liked the patio and outside areas. Inside needs a few finishing touches like coat hooks on back of doors, but place is very new, clean and worked great for our few days there."

Reviewed on Oct 25, 2024

Get rates
Southern Oregon Cabin: Fire Pit & Private Pond!
See all 131 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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Frequently asked questions

How much does an Oakland vacation package cost?
You can pick up a vacation package to this destination from $315 on Expedia. However, how much your vacation to Oakland costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Oakland?
If you'd like to score a cheap Oakland vacation package, consider planning a trip in January, March and December. You're likely to find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Oakland?
With a well-planned itinerary, you can easily tick off the main Oakland attractions in a few days. But if you prefer to discover hidden gems or go on day trips, consider booking your Oakland vacation for longer.
How to find the best Oakland package deals?
Use Expedia's filter tool to help you find some of the best Oakland package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Oakland package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can customize your Oakland escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Oakland?
If you've got your Oakland vacation dates finalized, book as soon as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
If you're like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Oakland vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.