Oakland Vacations

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Find the Best Oakland Vacation Packages

Oakland Hotel Deals

The Ranch Motel by OYO Oakland I-5
The Ranch Motel by OYO Oakland I-5
2 out of 5
581 John Long Rd, Oakland, OR
Fully refundableReserve now, pay when you stay
The price is AED 349 per night from Apr 14 to Apr 15
AED 349
AED 354 total
includes taxes & fees
14 Apr - 15 Apr
9/10 Wonderful! (55 reviews)
"Although it is of course a bit dated, the staff is friendly and accommodating. Overall a pleasant stay."

Reviewed on 28 November 2023

The Ranch Motel by OYO Oakland I-5
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 AED 297 per night from May 7 to May 8
AED 297
AED 302 total
includes taxes & fees
7 May - 8 May
7.4/10 Good! (199 reviews)
Ok ish for overnight
"Could use an update. New paint, flooring, matttresses."

Reviewed on 12 March 2025

Rice Hill Inn
Southern Oregon Cabin: Fire Pit & Private Pond!
Southern Oregon Cabin: Fire Pit & Private Pond!
2 out of 5
Oakland
10/10 Exceptional! (2 reviews)
Peaceeee
"I needed a break from life for a moment and the chaos of what is my home and this little slice of heaven was everything!!! the sounds of nature. the ducks and geese. the privacy and seclusion. it was quite literally heaven on earth for me. also dog friendly. my puppy loved the outdoors"

Reviewed on 4 March 2025

Get rates
Southern Oregon Cabin: Fire Pit & Private Pond!
See all 128 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.

Frequently asked questions

How much does an Oakland vacation package cost?
You can pick up a vacation package to this destination 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?
You can typically find lower rates and greater availability in February, May and August. Browse our cheap Oakland vacation packages and you could get some excellent off-season deals.
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.
How to plan a trip to Oakland?

  1. Choose your dates: What you’d like to do in Oakland and your favorite season will help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your hotel, you’ll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Oakland.
  3. Determine how many days away: Start by compiling a list of the activities and attractions you want to experience in Oakland. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that’s left is to pick an Oakland vacation package that brings all your bookings together.

Discover the most popular places to visit in Oakland

Oakland City Park

3.5/5(6 reviews)

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

Misty Oaks Vineyard

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

Misty Oaks Vineyard

MarshAnne Landing

2.5/5(2 reviews)

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

MarshAnne Landing