Oakland Holidays from £847

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Your Oakland Holiday

Organising your next exciting getaway just got simpler with a holiday package to Oakland. Immerse yourself in everything this neighbourhood has to offer while creating precious memories you'll treasure. Your trip to Oakland wouldn't be complete without a visit to top attractions nearby such as West Orange Trail, Garden Theatre and Winter Garden Heritage Museum. Expedia is here to put your travel plans into action. Book your dream Oakland holiday today.

Price found within the past 48 hours. Click for updated prices.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was £1,276, price is now £847 per person
£847
per person
11 Dec - 14 Dec
found 3 hours ago
Return direct flight included
London (LHR) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was £2,406, price is now £1,496 per person
£1,496
per person
23 Dec - 30 Dec
found 12 hours ago
Return flight included
London (LGW) to Orlando (MCO)
8/10 Very good! (10,934 reviews)
Espectacular

Reviewed on 10 Nov 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was £1,588, price is now £1,034 per person
£1,034
per person
24 Dec - 31 Dec
found 1 hour ago
Return direct flight included
London (LON) to Orlando (MCO)
7.8/10 Good! (615 reviews)
They were very obnoxious about us moving our car as we were checking in and unloading. The main hotel where the pictures were taken was nice but we were put in the back building that was run down and old.

Reviewed on 10 Nov 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was £3,384, price is now £2,324 per person
£2,324
per person
23 Dec - 30 Dec
found 12 hours ago
Return flight included
London (LHR) to Orlando (MCO)
9/10 Wonderful! (1,213 reviews)
Excelente lugar para pasar con familias

Reviewed on 8 Nov 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was £1,851, price is now £1,311 per person
£1,311
per person
11 Dec - 18 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
9.6/10 Exceptional! (1,234 reviews)
First off the location! But LOVED EVERYTHING!

Reviewed on 9 Nov 2026

Top hotels in Oakland

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 £80 per night from 1 Dec to 2 Dec
£80
1 Dec - 2 Dec
includes taxes & fees
Marriott's Grande Vista
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
Fully refundableReserve now, pay when you stay
The price is £93 per night from 1 Dec to 2 Dec
£93
1 Dec - 2 Dec
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/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 refundable
The price is £78 per night from 23 Nov to 24 Nov
£78
23 Nov - 24 Nov
includes taxes & fees
DoubleTree by Hilton at the Entrance to Universal Orlando
See all 42,213 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does an Oakland travel package cost?
The most affordable Oakland travel package is £847, so your dream getaway can become a reality — without burning a hole in your pocket. Bundle flights, hotels, car rentals and more to tailor make a package that fits you.
If I'm not able to travel, can I cancel my Oakland travel package?
Your situation can change in a flash, so yes. You may be able to cancel or alter your Oakland travel package at no cost within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Need more information? Have a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Oakland?
Track down flights that fit your schedule, add a hotel room to your booking and see how much you save with an Oakland travel package. It's that simple! From flights and hotels to rental cars and activities, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 hotel options worldwide to select from, you'll never be short of choice.
Does Expedia offer Book Now, Pay Later Oakland holidays?
Good news! We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply click on the payment plan best suited to your needs during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that work for all budgets, so you can escape on that well-earned holiday now.
  • Pay in instalments holidays: Into the idea of paying off your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in Oakland?
With lots to discover in Oakland, it makes sense to stay near its attractions. Resurrection Catholic Church, West Orange Trail and Winter Garden Heritage Museum are some fascinating ones to put on your must-see list.
What are the top hotels in Oakland?
If it's your first time in Oakland, lock in a room at The Grove Resort & Water Park Orlando or Liki Tiki Village by Diamond Resorts. Both hotels offer comfortable beds and are top options with lots of travellers.
How far in advance should I book my Oakland holiday?
It can be difficult to know when the best time is to book your Oakland holiday. But usually the earlier you book, the cheaper the prices. Sometimes, you can reserve your flights and hotels nearly 12 months before departure. If you're considering a last-minute getaway, no need to panic! There are incredible deals announced on Expedia all the time.
What does an Expedia Oakland travel package include?
Hotels, flights and a cool set of wheels for all your road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on some tours and activities and watch your savings stack up. When it comes to creating your Oakland escape, you're the one in control!
What should I know before booking an Oakland travel package?
You can save big by bundling your hotels, airfares and rental cars. Once you've created your package, you can add on things like activities or sightseeing tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with an Oakland Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to Oakland in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines all over the world.

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

£20
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

£71
per adult
96% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
Aquatica Orlando

Aquatica Orlando

£49
per traveller
84% of travellers recommend
Aquatica 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. Flight-inclusive packages are ATOL protected.