Oakland Vacations from $160

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Your Oakland Vacation

Experience all the wonderful things this neighborhood has to offer with a tailor-made Oakland vacation package. However you see yourself spending your time here, you'll find countless opportunities for fun, adventure and relaxation. When it's time to get out and explore, you'll find a lot of big-name attractions nearby including West Orange Trail, Resurrection Catholic Church and Oakland Nature Preserve. Visit one or all during your trip to Oakland. No matter what your ideal Oakland vacation looks like, you can make it a reality with Expedia.

The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Palace Hotel / Universal / I-Drive
Westgate Cocoa Beach Resort
Westgate Blue Tree Resort in Lake Buena Vista

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland

Oakland Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Sep 10 to Sep 11
$104 total
Sep 10 - Sep 11
Total with taxes and fees
8.2/10 Very Good! (6,552 reviews)
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Reviewed on Aug 23, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Sep 15 to Sep 16
$98 total
Sep 15 - Sep 16
Total with taxes and fees
8.8/10 Excellent! (2,925 reviews)
"Excellent place great customer service and Beautiful room clean, spacious, overall excellent quality love the pool. Would recommend it also definitely going again.."

Reviewed on Aug 24, 2025

Marriott's Grande Vista
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $68 total per night from Aug 27 to Aug 28
$68 total
Aug 27 - Aug 28
Total with taxes and fees
8.4/10 Very Good! (4,815 reviews)
"I loved staying at this property. We stayed for a weekend while we visited Orlando. The room was clean, and the view was spectacular from the top floor. Loved the pool, will visit again!"

Reviewed on Aug 24, 2025

Rosen Inn at Pointe Orlando
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.

Discover the most popular places to visit in Oakland

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.