Hotels in Oakland

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Check prices for these dates

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Oakland?

When is the best time to visit Winter Garden?

Our prices for hotels in Winter Garden are cheapest in August
Price trends for hotels in Winter Garden
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Winter Garden
December
Moderate crowds
High 23°C / low 14°C. Sunny most days.
View properties in December
23°
weather_sun
December, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
20°
weather_sun
January, Low crowds, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
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February, Low crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
25°
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March, High crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
weather_sun
April, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
weather_sun
May, Low crowds, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
32°
weather_partly_sunny
June, High crowds, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
32°
weather_partly_sunny
July, High crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
32°
weather_partly_sunny
August, High crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
weather_partly_sunny
September, Moderate crowds, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
29°
weather_sun
October, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
25°
weather_sun
November, Low crowds, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
Monthly weather averages (˚C)

Check out reviews of Oakland hotels guests love

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Yes and yes, would definitely recommend."
Omar Antonio Rivera 6-night trip
Posted 20 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Frequently asked questions

Is Oakland expensive to stay in?
You can find great hotels from CNY641 in Oakland to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Oakland hotels?
Discover great deals on hotels in Oakland with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Oakland hotels.
Can I receive a refund if I cancel my Oakland hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Oakland hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Oakland?
There are 12 hotels in the area to find your perfect somewhere. Basing yourself in Oakland makes it easy to explore Winter Garden, including the neighborhoods of Downtown Winter Garden and Killarney.
Find out more about Oakland

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