Oakland Vacations from ￥161,186

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The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,498 reviews)
Big rooms, with two bedrooms and a Kitchenet. The dining options are very limited.

Reviewed on Jul 19, 2025

Vista Cay Resort by Millenium at Universal Blvd

Vista Cay Resort by Millenium at Universal Blvd

3.5 out of 5
per person
Aug 20 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,542 reviews)
We’ve stayed with Vista Cay three times over the past 10 years. It’s been our top choice when we vacation in Orlando. This time felt different… small things, I guess. The roof of our building was being repaired, so there was a huge lift right outside our window/patio. Related, lots of caution tape. The bed in the master suite could use a new mattress. All else was what we’ve come to expect. Clean grounds. Exceptional pool area. Convenient location.

Reviewed on Jun 28, 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
9.4/10 Exceptional! (230 reviews)
Amazing resort and would definitely go back again

Reviewed on Jul 17, 2025

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (2,970 reviews)
The website is dated. There is no shuttle services

Reviewed on Jul 17, 2025

Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip flight included
Nagoya (NGO) to Orlando (MCO)
7.6/10 Good! (4 reviews)
Enjoyed the stay. It was quiet and clean

Reviewed on May 11, 2025

Where to stay in Oakland

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

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.

Find hotels in Vista del Lago

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
The price is ￥12,522 per night from Aug 10 to Aug 11
￥12,522
￥14,088 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (6,432 reviews)
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Reviewed on Jul 18, 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
The price is ￥14,167 per night from Aug 9 to Aug 10
￥14,167
￥15,937 total
Aug 9 - Aug 10
includes taxes & fees
8.8/10 Excellent! (2,652 reviews)
"Quiet and clean property. Beautiful landscape, some wildlife roaming the property Friendly staff"

Reviewed on Jul 19, 2025

Marriott's Grande Vista
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

4 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is ￥11,345 per night from Aug 17 to Aug 18
￥11,345
￥14,667 total
Aug 17 - Aug 18
includes taxes & fees
9.4/10 Exceptional! (714 reviews)
"Absolutely loved my stay at this boutique hotel! Everything feels either newly built or freshly renovated-modern, chic, and thoughtfully designed from top to bottom. The atmosphere is upscale yet welcoming, and the attention to detail is hard to miss. One of the first things I noticed was how amazing ..."

Reviewed on Jul 20, 2025

Kompose Boutique Resort at Theme Parks
See all 38,598 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?
Starting from only ￥161,186, a vacation package is your portal to affordable travel. Customize your Oakland escape by picking from our great range of airfares, hotels and rental cars.
How do I get a cheap travel package to Oakland?
You'll save a ton of money if you bundle your flights, hotels and car rentals into an Oakland vacation package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of options to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Where should I stay in Oakland?
With loads to explore in Oakland, we recommend you lock in a hotel near its attractions. West Orange Trail, Garden Theatre and Winter Garden Heritage Museum are some popular ones to add to your itinerary.
What are the top hotels in Oakland?
Whether you'll be staying for one night or longer in Oakland, you'll get a good night's rest at The Oak View Place. This place is the first choice for many travelers.
How far in advance should I book my Oakland vacation?
While prices change from time to time, we generally recommend booking your seats as soon as possible. Most international fares become available on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Discount prices to Oakland sometimes appear only weeks before departure.
What does an Expedia Oakland travel package include?
Rental cars, hotels and flights, or any combination of them — the choice is all yours! Whether you're exploring Oakland on a family road trip or traveling with your friends, there's a package to match your budget and style. Once you've made your booking, why not add on one or two tours as well?
What should I know before booking an Oakland travel package?
Locking in all the parts of your getaway together is a simple way to save. Combine car rentals, airfares and hotels into a tidy package. But you're not limited to hotels. Expedia features all kinds of properties, including vacation rentals like beachfront villas and spacious residences. The list goes on!
Can I choose my airline with an Oakland Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to pick from worldwide. With all that choice at your fingertips, finding the perfect carrier to fly you to Oakland will be a cinch.
If I'm not able to travel, can I cancel my Oakland vacation package?
You sure can, and we'll help you every step of the way. You may be able to cancel or amend your Oakland vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, visit our Customer Service Portal for further information.

Discover the most popular places to visit in Oakland

Disney's Palm Golf Course

Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Palm Golf Course

Disney's Magnolia Golf Course

Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Magnolia Golf Course

Resurrection Catholic Church

You can find out about the history of Winter Garden with a visit to Resurrection Catholic Church. Amble around this family-friendly area's seaside and enjoy its top-notch restaurants.

Resurrection Catholic Church

Things to do

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

￥3,995
per adult
90% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
2014_AQ_KatasKookaburraCove_D4D_0772.jpg

Aquatica Orlando

￥7,894
per traveler
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥12,391
per traveler
84% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Winter Garden
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.