Oakland Holidays from £497

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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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
1 Oct - 8 Oct
found 23 hours ago
Return flight included
London (LGW) to Orlando (MCO)
8.2/10 Very Good! (5,177 reviews)
With the exception of a little confusion with the marketing department, we had a great family stay at Westgate. Our room was clean, the views were wonderful, everything was great. Everything was in close proximity, and we would definitely stay here again.

Reviewed on 11 Aug 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
per person
1 Oct - 8 Oct
found 23 hours ago
Return flight included
London (LGW) to Orlando (MCO)
8.8/10 Excellent! (1,013 reviews)
Very clean and beds were comfortable. However the rooms felt cold and sterile with no decore’ or anything to make it feel warm and inviting. Also very noisy as there are no drapes or rugs or anything to dampen the sounds. Also, transportation is only for Universal. The description says free shuttle to “parks” which is misleading. Disappointed in the “grille” as it was only open 1 day and we were there for an entire week. If your looking for a place to just crash at night then It’s fine. If your wanting more of a resort then maybe look elsewhere.

Reviewed on 11 Aug 2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
per person
24 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Orlando (MCO)
9.8/10 Exceptional! (325 reviews)
Wonderful staff and beautiful rooms

Reviewed on 8 Aug 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
per person
10 Sept - 17 Sept
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
Beds were very comfortable. There were tons of food options around the area

Reviewed on 8 Aug 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
per person
1 Oct - 8 Oct
found 23 hours ago
Return flight included
London (LGW) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Excellent, loved the location and atmosphere, also the free parking was a nice bonus

Reviewed on 10 Aug 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 refundableReserve now, pay when you stay
The price is £82 per night from 18 Aug to 19 Aug
£82
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very Good! (6,534 reviews)
"Excellent Customer Service!!!"

Reviewed on 11 Aug 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is £54 per night from 24 Aug to 25 Aug
£54
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (4,745 reviews)
"The wonderful thing about Rosen properties is you get flagship 5 star service that is, in our experience, the same regardless which property you visit. How this translates here, is that you get an incredibly affordable stay, at a property that conducts itself like a top tier resort. If you arent ..."

Reviewed on 8 Aug 2025

Rosen Inn at Pointe 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 £73 per night from 1 Sept to 2 Sept
£73
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (2,830 reviews)
"Property was clean and acces was "great."

Reviewed on 11 Aug 2025

Marriott's Grande Vista
See all 38,397 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 £497, 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.

Popular places to visit

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

Surfari Water Park

5/5(7 reviews)

Enjoy the thrill rides with your children at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.

Surfari Water Park

Winter Garden Heritage Museum

You can browse the exhibits at Winter Garden Heritage Museum, a museum with a story of its own, during your trip to Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Winter Garden Heritage Museum

Things to do

Aquatica Orlando

Aquatica Orlando

£36
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

£49
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Indoor Karting

Andretti Indoor Karting & Games in Orlando

£23
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. Flight-inclusive packages are ATOL protected.