Oakland hotels

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Recommended by KAYAK

Best Oakland hotels

Discover the best prices by selecting your travel dates on KAYAK.

Most recommended Oakland hotels

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Hilton Vacation Club Aqua Sol Orlando West - Winter Garden - Pool
Hilton Vacation Club Aqua Sol Orlando West
Winter Garden, FL
8.6Very good(3772)
Parking
Free Wi-Fi
Pool
$143+
Check availability
Homewood Suites by Hilton Orlando at FLAMINGO CROSSINGS - Winter Garden - Building
Homewood Suites by Hilton Orlando at FLAMINGO CROSSINGS
Winter Garden, FL
9.0Wonderful(1460)
Free Wi-Fi
Pool
Pet friendly
$135+
Check availability
Fairfield Inn & Suites Orlando Ocoee - Ocoee - Lobby
Fairfield Inn & Suites Orlando Ocoee
Ocoee, FL
8.5Very good(251)
Parking
Free Wi-Fi
Pool
$138+
Check availability
The Edgewater Hotel - Winter Garden - Restaurant
The Edgewater Hotel
Downtown
9.2Wonderful(308)
Parking
Free Wi-Fi
$161+
Check availability
Towneplace Suites Orlando At Flamingo Crossings Town Center/Western Entrance - Winter Garden - Pool
Towneplace Suites Orlando At Flamingo Crossings Town Center/Western Entrance
Winter Garden, FL
8.6Very good(2394)
Free Wi-Fi
Pool
Pet friendly
$116+
Check availability
Hampton Inn by Hilton Ocoee Orlando - Ocoee - Building
Hampton Inn by Hilton Ocoee Orlando
Ocoee, FL
9.2Wonderful(36)
Free Wi-Fi
Pool
$133+
Check availability
SpringHill Suites by Marriott Orlando at FLAMINGO CROSSINGS Town Center/Western Entrance - Winter Garden - Pool
SpringHill Suites by Marriott Orlando at FLAMINGO CROSSINGS Town Center/Western Entrance
Winter Garden, FL
8.6Very good(2444)
Free Wi-Fi
Pool
$112+
Check availability
Suburban Studios Orlando - Ocoee/Winter Garden - Ocoee - Front desk
Suburban Studios Orlando - Ocoee/Winter Garden
Ocoee, FL
5.8Fair(977)
Parking
Free Wi-Fi
Pool
Pet friendly
$78+
Check availability
Oakland Manor House - Oakland - Building
Oakland Manor House
Oakland, FL
9.3Wonderful(30)
$703+
Check availability
Cozy cottage in the countryside of Montverde, Fl. - Oakland - Bedroom
Cozy cottage in the countryside of Montverde, Fl.
Oakland, FL
Free Wi-Fi
$161+
Check availability
On-site Water Park! Relaxing Unit, Onsite Swimming Pools - Winter Garden
On-site Water Park! Relaxing Unit, Onsite Swimming Pools
Winter Garden, FL
Pool
Spa
$110+
Check availability
Group Vacation! 2 Spacious Units w/Kitchens, Water Park - Winter Garden
Group Vacation! 2 Spacious Units w/Kitchens, Water Park
Winter Garden, FL
Pool
Spa
$321+
Check availability

Popular filters in Oakland hotels

Hotels with parking
Hilton Vacation Club Aqua Sol Orlando West, Fairfield Inn & Suites Orlando Ocoee and others
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$78 - $139$139 - $200$200 - $261$261 - $322$322+ per night

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Free cancellationFree breakfastFree parkingFree internet
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Good to know

Low season

February

High season

November

Average price (weeknight)

$133

Average price (weekend night)

$179
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 5% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Oakland hotel deals

  • If you’re looking for a cheap hotel in Orlando, you should consider visiting during the low season. You'll find cheaper hotels in Orlando in February and March.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Orlando if you stay on a Sunday. The opposite is true for, Friday, which is usually the most expensive day.
  • How long should you stay? KAYAK users usually book their hotel in Orlando for 2 days.

FAQs when booking a hotel in Oakland

  • How do I find a hotel in central Oakland?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Oakland districts. You can also do a search using the city map to choose a specific location, like Oakland city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Oakland hotels with free parking?

    There are many hotels in Oakland that offer both parking and free parking. Popular choices among KAYAK users include Hilton Vacation Club Aqua Sol Orlando West, Fairfield Inn & Suites Orlando Ocoee and The Edgewater Hotel.

Where to stay in Oakland?

Our map will help you find the perfect place to stay in Oakland by showing you the exact location of each hotel.

Everything you need to know for your stay in Oakland

Oakland Hotel Deals. Search and compare hotels in Oakland. Find cheap hotel rooms in Oakland. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

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