Deals on vacations and trips to Oakland

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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
$81 nightly
The price is $82 total per night
$82 total
Oct 21 - Oct 22
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
Southern Oregon Cabin: Fire Pit & Private Pond!

Southern Oregon Cabin: Fire Pit & Private Pond!

3 out of 5
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Pet friendly
Romantic Vineyard Getaway in Oakland: Mtn Views!

Romantic Vineyard Getaway in Oakland: Mtn Views!

3 out of 5
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. Barbecue grills are provided for your convenience.
Kitchen
Washer
Vineyard Farmhouse in Oakland w/ Hot Tub!

Vineyard Farmhouse in Oakland w/ Hot Tub!

3 out of 5
Get rates
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A sauna and barbecue grills are also provided.
Kitchen
Washer
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
$96 nightly
The price is $109 total per night
$109 total
Oct 15 - Oct 16
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
$99 nightly
The price is $109 total per night
$109 total
Nov 1 - Nov 2
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.

Popular places to visit

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 family-friendly 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

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 . 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

Photo by L Ru
Photo by L Ru

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