Oakland Holidays

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Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was €922, price is now €652 per person
€652
per person
15 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,176 reviews)
Newly renovated and very clean. Very good breakfast included. Highly recommend!

Reviewed on 7 Oct 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was €1,478, price is now €840 per person
€840
per person
15 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.2/10 Very Good! (5,346 reviews)
I didn’t like about their room service and staff

Reviewed on 9 Oct 2025

Embassy Suites by Hilton Orlando International Dr Conv Ctr

Embassy Suites by Hilton Orlando International Dr Conv Ctr

3.5 out of 5
International Drive District
Price was €1,498, price is now €972 per person
€972
per person
15 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.6/10 Excellent! (1,015 reviews)
The check in was easy and smooth. We were a little lost staff was very helpful and nice. The drinks and snacks we got for reception was amazing and our room was large abd clean!

Reviewed on 10 Oct 2025

WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Price was €1,335, price is now €954 per person
€954
per person
15 Nov - 22 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Orlando (MCO)
8.4/10 Very Good! (4,004 reviews)
This is our third time staying here. We absolutely love it. It's a great location. Close, but not too close. 6 minutes to Disney Springs. We'll be back next year!

Reviewed on 27 Sept 2025

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4 out of 5
Price was €1,554, price is now €1,140 per person
€1,140
per person
15 Nov - 22 Nov
found 10 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
8.4/10 Very Good! (1,603 reviews)
Walkable to Disney Springs! Lots of food choices.

Reviewed on 10 Oct 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

Top hotels in Oakland

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 refundable
The price is €79 per night from 2 Nov to 3 Nov
€79
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very Good! (6,726 reviews)
"Clean rooms"

Reviewed on 7 Oct 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is €135 per night from 5 Nov to 6 Nov
€135
5 Nov - 6 Nov
includes taxes & fees
8.8/10 Excellent! (5,331 reviews)
"Excellent all around services"

Reviewed on 4 Oct 2025

Universal's Cabana Bay Beach Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
The price is €88 per night from 5 Nov to 6 Nov
€88
5 Nov - 6 Nov
includes taxes & fees
9.2/10 Wonderful! (3,638 reviews)
"My favorite resort"

Reviewed on 6 Oct 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
See all 39,292 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 €652, 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 rentals 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.

Popular places to visit

Resurrection Catholic Church

After visiting Resurrection Catholic Church, make a plan to see the other sights and activities in Winter Garden. Amble around this family-friendly area's seaside or seek out the adventure tours.

Resurrection Catholic Church

Winter Garden Art Association

Rich with history, Winter Garden Art Association is a cultural attraction worth visiting in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Winter Garden Art Association

Garden Theatre

Enjoy a show at Garden Theatre, a theatre with a story to tell in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Garden Theatre

Things to do

Aquatica Orlando

Aquatica Orlando

€46
per traveller
82% of travellers recommend
Aquatica Orlando
Universal Orlando Resort

Universal Orlando Resort Theme Park Tickets

€391
per adult
90% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

€142
per adult
84% of travellers recommend
Walt Disney World® Resort Theme Park 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.