Photo by Gregg Yutko

Find Family Hotels in Oakland, FL

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Oakland Family Hotels

Top Oakland Family Hotels

Frequently asked questions

What's Oakland like for family-friendly vacations?
The destination of Oakland is a good option if you've been considering a getaway with the kids. There are some interesting activities the entire family might enjoy. Fly into Leesburg, FL (LEE-Leesburg Intl.), which is located 21.4 mi (34.5 km) from the center of Oakland.
When's the best time to book a family-friendly vacation in Oakland?
The hottest months are usually August and July with an average temperature of 82°F,
  • Coldest months: January, February, December, and March
  • Driest months: February, December, November, and March
  • Rainiest months: August, July, September, and June
What's there to see and do with your family in Oakland?
While you are visiting Oakland, you might want to round up the kiddos and make time to see interesting attractions such as Magic Kingdom® Park, Walt Disney World® Resort, and Universal Studios Florida. Make sure you have plenty of time to take in activities in the area like Universal Orlando Resort, Epcot®, and Disney's Animal Kingdom® Theme Park.