Book Exclusive Oakland Vacation Packages

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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
The price is CA $113 per night
CA $113
CA $115 total
includes taxes & fees
14 Dec - 15 Dec
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attraction MarshAnne Landing is located nearby.
Pet-friendly
Parking included
The Ranch Motel

The Ranch Motel

2 out of 5
581 John Long Rd, Oakland, OR
Get rates
Stay at this motel in Oakland. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the overall value in our reviews. Popular attraction MarshAnne Landing is located nearby.
Pet-friendly
Parking included
Riverfront Inn Roseburg

Riverfront Inn Roseburg

2 out of 5
315 W Harvard Ave, Roseburg, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $131 per night
CA $131
CA $144 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this motel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stewart Park and Douglas County Museum of History and Natural History are located nearby.
Pool
Breakfast included
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
The price is CA $122 per night
CA $122
CA $138 total
includes taxes & fees
22 Dec - 23 Dec
Book a stay at this business-friendly hotel in Cottage Grove. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cottage Theatre and Middlefield Golf Course are located nearby.
Breakfast included
Pet-friendly
Best Western Garden Villa Inn

Best Western Garden Villa Inn

2.5 out of 5
760 NW Garden Valley Boulevard, Roseburg, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $119 per night
CA $119
CA $130 total
includes taxes & fees
8 Dec - 9 Dec
Book a stay at this business-friendly hotel in Roseburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stewart Park and Douglas County Museum of History and Natural History are located nearby.
Pool
Hot tub
Super 8 by Wyndham Roseburg

Super 8 by Wyndham Roseburg

2.5 out of 5
3200 Nw Aviation Dr I-5 Exit # 127, Roseburg, OR
Free cancellation
Reserve now, pay when you stay
The price is CA $92 per night
CA $92
CA $101 total
includes taxes & fees
3 Dec - 4 Dec
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Stewart Park and Winchester Dam are located nearby.
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

Oakland City Park

Explore the great outdoors at Oakland City Park, a lovely green space in Oakland. While in this family-friendly area, you can savor the top-notch restaurants.

Oakland City Park

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

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 Vacations

Create meaningful memories, embark on incredible adventures and venture where the locals go — it's all possible in Oakland. But first, let us offer you the basics about your next vacation destination!

If you journey 20 miles (32 kilometers) north of Roseburg, or 25 miles (40 kilometers) southwest of Cottage Grove, you'll arrive in Oakland.

This is an area of Oregon that some 900 people reside in.

Hotels in Oakland

If Oakland is on your travel itinerary, you'll have to look towards the surrounding areas for somewhere to sleep. Roseburg has some fine options and is just 20 miles (32 kilometers) away. So it's time to pack your bags and run off on a new adventure!

Places to visit in Oakland

Do you go crazy for the heady bouquet of a glass of vino? Stop at MarshAnne Landing and witness the expert skills involved in turning grapes into one of the world's most popular beverages. Need some more ideas? The labels on wine bottles usually only tell us a fraction of the story about the drop inside. Why not visit Misty Oaks Vineyard for the in-depth history of their blends?

Where do you fly into for Oakland?

Got your suitcase and passport? Excellent — board the aircraft to Southwest Oregon Regional Airport (OTH). Once the wheels hit the runway, you'll be only 45 miles (72 kilometers) from the main streets of Oakland.

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 80 kilometers 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