Oakland Holidays from £619
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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
£1,050
per person
6 Dec - 13 Dec
found 1 day ago
Return flight included
London (LHR) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)
We stayed in one of the cottages and it was just perfect. The fully equipped kitchen downstairs with a master suite was perfect for my parents. I appreciated having the laundry upstairs with the other bedrooms.
The staff at the main building were so helpful with our packages and printing documents for us.
Unfortunately we had a very busy week and could not enjoy the wonderful amenities of the resort.
Overall, a great selection and would start again!
Reviewed on 25 Sept 2026
The Delaney Hotel
South Orange
£1,277
per person
31 Oct - 7 Nov
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Orlando (MCO)
9.6/10 Exceptional! (1,214 reviews)
First impressions were great. The suite was huge! The Tavern was awesome, and management resolved concerns promptly. Its a bonus to have access to a fridge and microwave. The coffee makers were nice for making mini coffees. The only suggestion I'd have is to adjust the doors to not slam so loudly! I'd stay here again!
Reviewed on 23 Sept 2026
Westgate Lakes Resort & Spa Universal Studios Area
£775
per person
15 Dec - 22 Dec
found 1 day ago
Return direct flight included
London (LHR) to Orlando (MCO)
8.4/10 Very good! (7,107 reviews)
This hotel is clean and the staff is super helpful! Laundry on site. There’s alot of amenities included with your stay. If you have small children they would love the water park. We enjoyed our stay here! 10/10 for me!
Reviewed on 25 Sept 2026
Magic Village Views Trademark Collection by Wyndham
£1,091
per person
5 Dec - 12 Dec
found 12 hours ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
9/10 Wonderful! (351 reviews)
Problem after problem and promises of fixes that sometimes happened and sometimes didn’t.
Worst was 3 night of interrupted sleep from a faulty beeping fridge - each time it’s fixed - not it’s not - thankfully before it was unplugged or launched into the car park the digital panel was disconnected
2 days to fix hot hub
Dryer took days to work out vent was bent so no drying
Dishwasher issues
Dock locks not secure
Furniture heavily marked
TV with back spot in middle
Patio doors broken - fixed but big screen left off - eaten alive !
Some staff helpful, wrote to General Manager - replied right at end of stay
Pool area absolutely lovely so a real shame the villas are poorly maintained
Reviewed on 21 Sept 2026
Top hotels in Oakland
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
£111
29 Sept - 30 Sept
includes taxes & fees
9.2/10 Wonderful! (6,837 reviews)
"The place is conveniently located, clean, and well appointed. We will be staying here again."
Reviewed on 25 Sept 2026
Avanti International Resort
8738 International Dr Orlando FL
Fully refundableReserve now, pay when you stay
£76
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (4,588 reviews)
"Place is good and inexpensive. Wish the EV car chargers worked"
Reviewed on 25 Sept 2026
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
£82
18 Oct - 19 Oct
includes taxes & fees
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 travel package cost?
The most affordable Oakland travel package is £619, 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
£23
per adult
92% of travellers recommend
Old Town Kissimmee: Ferris Wheel, Mortem Manor, and Meal
£11
per adult
* 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.