Oakland Holidays from NZ$3,444

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Top Holiday Package Deals in Oakland

Price found within the past 48 hours. Click for updated prices.
Parkway International Resort

Parkway International Resort

3 out of 5
per person
1 Jul - 7 Jul
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,550 reviews)
Most Excellent. Easy Access from I4. Great apartments. Super baths. Just Brilliant!

Reviewed on 14 May 2024

Villatel Orlando Resort

Villatel Orlando Resort

4 out of 5
per person
1 Jul - 7 Jul
Return flight included
Auckland (AKL) to Orlando (MCO)
10/10 Exceptional! (16 reviews)
Amazing place and location

Reviewed on 2 Apr. 2024

ette hotel

ette hotel

4.5 out of 5
per person
1 Jul - 7 Jul
Return flight included
Auckland (AKL) to Orlando (MCO)
9.8/10 Exceptional! (138 reviews)
The Ette was a fantastic experience for my daughter and I as we were in Orlando for The Summit cheer competition. The hotel is beautiful, everything done perfectly, and the staff was the best we’ve ever encountered. They were also so incredibly sweet to my daughter each day wishing her good luck and asking her how she did. The breakfasts were delicious, the rooms so comfortable, and the entire grounds impeccably kept. We’ll definitely go back!

Reviewed on 6 May 2024

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
per person
1 Jul - 7 Jul
Return flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (39 reviews)
Beautiful, clean property. Staff was excellent service was great too! Would go back!

Reviewed on 6 May 2024

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
per person
1 Jul - 7 Jul
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,065 reviews)
It’s very nice and clean

Reviewed on 7 Apr. 2024

Our pick of the best Oakland Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is NZ$156 per night from 28 May to 29 May
NZ$156
per night
28 May - 29 May
7/10 Good! (9,037 reviews)
"Place is huge couple areas to do things with the family. Super closed to parks (sea world and Aquatica). Place was clean and neat bathroom did have a smell to it but nothing crazy"

Reviewed on 12 May 2024

DoubleTree by Hilton Hotel Orlando at SeaWorld
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
The price is NZ$371 per night from 21 May to 22 May
NZ$371
per night
21 May - 22 May
8.2/10 Very Good! (5,359 reviews)
"Excellent"

Reviewed on 13 May 2024

The Grove Resort & Water Park Orlando
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 NZ$173 per night from 27 May to 28 May
NZ$173
per night
27 May - 28 May
8.2/10 Very Good! (6,420 reviews)
We are universal pass holders
"Clean & comfortable beds, they provided water which is super nice. And the jacuzzi was nice and deap I was able to soak my sore shoulder. Checking in and out was a breeze. Looking to book my next stay here. We are Universal pass holders:)"

Reviewed on 12 May 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
See all 38,318 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 holiday package cost?
Starting from only NZ$3,444, 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

Image for Flamingo Crossings Town Center

Flamingo Crossings Town Center

You can find the perfect gifts to bring home at Flamingo Crossings Town Center during your stay in Winter Garden. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Flamingo Crossings Town Center
Image for Orange County National Golf Club

Orange County National Golf Club

Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Orange County National Golf Club
Image for Disney's Magnolia 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

Activities

Image for Wacky Winter Garden Scavenger Hunt

Wacky Winter Garden Scavenger Hunt

NZ$44
Per adult
Wacky Winter Garden Scavenger Hunt
Image for West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt

West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt

NZ$32
Per adult
West Orange Trail 10 Mile Private Bike Tour & Scavenger Hunt
Image for Aquatica Orlando

Aquatica Orlando

NZ$89
Per adult
82% of travellers recommend
Aquatica Orlando
See all activities in Winter Garden

More holiday ideas

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