Oakland Holidays from AU$2,588

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Your Oakland Holiday

Experience all the wonderful things this neighbourhood has to offer with a tailor-made Oakland holiday 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 holiday looks like, you can make it a reality with Expedia.

Top Holiday Package Deals in Oakland

Price found within the past 48 hours. Click for updated prices.
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
per person
11 Oct - 16 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9.2/10 Wonderful! (1,142 reviews)
Spacious accommodations near Disney, with some amenities.

Reviewed on 4 Jun. 2025

ette hotel

ette hotel

5 out of 5
per person
11 Oct - 16 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Fantastic hotel. Beautiful room, great food, exceptional staff and the smell was phenomenal

Reviewed on 27 Jul. 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
per person
11 Oct - 16 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Early check in? Forget about it, go with Rentyl they got me in by 12 PM ( twice ) also checkout is at 10 PM. Not worth it through VSTAYS in my opinion. Rentyl got me in early twice in two weeks. Is it a good home yes. But man did the front desk suck.

Reviewed on 29 Jul. 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
per person
11 Oct - 16 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9.4/10 Exceptional! (354 reviews)
The grounds of the resort are beautiful. We ate lunch at Twin View. Delicious. Dinner at Ceiba in The Conrad may be one of my top ten best dinners ever. And Daniel, at the beach bar, made my day with a tasty mango margarita, ok maybe two!

Reviewed on 29 Jul. 2025

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
per person
11 Oct - 16 Oct
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Clean Convenient Large space perfect for groups Lots of pool and food options

Reviewed on 22 May 2025

Our guide on 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

Our pick of the best 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 AU$160 per night from 20 Aug to 21 Aug
AU$160
20 Aug - 21 Aug
includes taxes & fees
8.2/10 Very Good! (6,540 reviews)
"Muy buena ubicación y transporte fácil , caminando al parque cerca"

Reviewed on 29 Jul. 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 AU$150 per night from 25 Aug to 26 Aug
AU$150
25 Aug - 26 Aug
includes taxes & fees
8.8/10 Excellent! (2,705 reviews)
"All was great"

Reviewed on 28 Jul. 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 AU$128 per night from 28 Aug to 29 Aug
AU$128
28 Aug - 29 Aug
includes taxes & fees
9.4/10 Exceptional! (840 reviews)
"Everything it was excellent."

Reviewed on 29 Jul. 2025

Kompose Boutique Resort at Theme Parks
See all 38,479 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does an Oakland holiday package cost?
Starting from only AU$2,588, a holiday 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 holiday 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 travellers.
How far in advance should I book my Oakland holiday?
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 travelling 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 holiday homes like beachfront villas and spacious residences. The list goes on!
Can I choose my airline with an Oakland Expedia holiday 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 holiday package?
You sure can, and we'll help you every step of the way. You may be able to cancel or amend your Oakland holiday 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

Activities

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Aquatica Orlando

AU$82
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$129
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Indoor Karting

Andretti Indoor Karting & Games in Orlando

AU$47
per adult
80% of travellers recommend
Andretti Indoor Karting & Games in Orlando
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.