Deals on vacations and trips to Oakland

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Oakland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hayward Inn

Hayward Inn

3 out of 5
East University
Price was $530, price is now $437 per person
$437
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Eugene (EUG)
This hotel features an indoor pool and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Yurtel-Veneta

Yurtel-Veneta

2 out of 5
Price was $718, price is now $599 per person
$599
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Eugene (EUG)
Free WiFi in public areas is available at this bed & breakfast. Take advantage of the free self parking.
Graduate by Hilton Eugene

Graduate by Hilton Eugene

4 out of 5
Downtown Eugene
Price was $547, price is now $464 per person
$464
per person
Jan 9 - Jan 12
found 23 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Eugene (EUG)
This hotel features an indoor pool, A 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.
Hyatt Place Eugene / Oakway Center

Hyatt Place Eugene / Oakway Center

3.5 out of 5
Cal Young
Price was $579, price is now $496 per person
$496
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Eugene (EUG)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

Top Oakland hotels deals

Rice Hill Inn

Rice Hill Inn

2 out of 5
621 John Long Rd Oakland OR
Free Cancellation
Reserve now, pay when you stay
$73 nightly
The price is $74 total per night
$74 total
Dec 9 - Dec 10
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. The front desk is staffed around-the-clock and laundry facilities are on offer.
Pet friendly
Parking included
The Ranch Motel

The Ranch Motel

2 out of 5
581 John Long Rd Oakland OR
$75 nightly
The price is $77 total per night
$77 total
Nov 10 - Nov 11
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A lobby fireplace, luggage storage, and barbecue grills are also on offer.
Pet friendly
Parking included
Private Pond & Dock! Cozy Cabin in Southern Oregon

Private Pond & Dock! Cozy Cabin in Southern Oregon

Oakland OR
Get rates
This cabin includes a garden and barbecue grills.
Kitchen
Pet friendly
Dual-Cottage Getaway in Oakland w/ Private Pond

Dual-Cottage Getaway in Oakland w/ Private Pond

Oakland OR
Get rates
This cottage includes a garden and barbecue grills.
Kitchen
Pet friendly
Cottage Grove Inn

Cottage Grove Inn

2.5 out of 5
845 Gateway Blvd Cottage Grove OR
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $85 total per night
$85 total
Dec 7 - Dec 8
Total with taxes and fees
This hotel features a seasonal outdoor pool and a hot tub. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Hot Tub
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave Roseburg OR
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $96 total per night
$96 total
Nov 19 - Nov 20
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
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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.

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.
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Frequently asked questions

How much are vacation packages to Oakland?
With a Travelocity vacation package, you could paint the town red in Oakland for as little as $437. Activities, flights and hotels — we've got it all. You're bound to save loads just for combining your bookings. With everything taken care of before you even go, you won't have a care in the world.
How long should my Oakland vacation be?
Most visitors vacation in Oakland for roughly 2 nights. But travel is all about trying out new things and making cherished memories — why not book a few additional nights so you can do just that?
Where can I get the best vacation package deals for Oakland?
There are sensational Oakland package deals to score with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties all over the world? Keep this in mind when you're ready to check another destination off the old bucket list.
Why should I book my Oakland vacation package via Travelocity?
Because we believe in creating stress-free vacation experiences. From hotels and flights to car rentals and activities, we put everything at your fingertips. Our customer care is available 24/7 to ensure you're never alone. We also have an amazing Price Match Guarantee, so you can secure your getaway knowing you've landed the best deal possible. If you find a lower price, we'll match it!
Can I save money on my Oakland car rental if I book it with hotels and flights?
Combining your bookings into an Oakland vacation package will leave you with a nice chunk of spare change. Combine a flight and car; a car, hotel and flight; or a hotel and car. You won't find a better way to explore the greater Oakland region than with your own ride. You can also add experiences and activities to your Travelocity package.
Which airport is best for Oakland?
The best airport for Oakland is Southwest Oregon Regional Airport (OTH). You'll find it 50 mi east of downtown.
What is there to do in Oakland?
There's an undeniable magic as you stroll the streets of Oakland. MarshAnne Landing and Misty Oaks Vineyard are just two famous attractions that lure visitors to this fantastic city, so add them to your must-see list.
Where should I stay when visiting Oakland?
Many travelers choose to check in to the Five Bedroom Farmhouse Vineyard And Winery. It's a great base for your Oakland vacation.

Photos of local treasures

Browse Oakland vacation photos for more inspiration

A waterfall surrounded by dense forest.
A covered bridge with a weight limit sign of 14-0 tons and a 13-0 tons sign.

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