Hotels in Oakland

Photo by Gregg Yutko

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Free cancellation

Flexible bookings on most hotels*

Where to stay in Oakland?

Top landmarks in Winter Garden

Find out more about Oakland

What's Oakland like?

People go to Oakland for fun-filled days at Magic Kingdom® Park, as well as many other top attractions such as Walt Disney World® area. Universal Studios Florida and Universal Orlando Resort are a couple of popular sights that will definitely leave an impression.

How to get to Oakland

Oakland is located 2.9 mi (4.7 km) from the heart of Winter Garden.

Flying to:

  • Orlando International Airport (MCO), 21.5 mi (34.6 km) from Oakland
  • Leesburg, FL (LEE-Leesburg Intl.), 21.4 mi (34.5 km) from Oakland
  • Kissimmee, FL (ISM-Kissimmee Gateway), 21.6 mi (34.8 km) from Oakland

Things to see and do in and around Oakland

What to see in Oakland

  • Orange County Convention Center
  • Amway Center
  • Lake Louisa State Park
  • Bill Frederick Park
  • Camping World Stadium

Things to do in Oakland

  • Magic Kingdom® Park
  • Walt Disney World® area
  • Universal Studios Florida
  • Universal Orlando Resort
  • Walt Disney World® Resort

Other popular Oakland attractions

  • Orlando International Premium Outlets
  • Epcot®
  • Disney's Animal Kingdom® Theme Park
  • Disney's Hollywood Studios®
  • Disney Springs™

When is the best time to visit Winter Garden?

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