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Hotels in Oakland

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Where to stay 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.
On a rooftop patio, a person leans back in a lounge chair while reading a magazine. Skyscrapers are visible in the distance.

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Top landmarks in Winter Garden

Find out more about Oakland

What's Oakland Like?

If you're looking for the perfect part of the city to explore, why not consider Oakland? Take time to see the sights like Oakland Nature Preserve while you're here. Bella Collina Golf Club and West Orange Trail are two places to visit nearby.

Where are the Best Places to Stay in Oakland?

One of the top places to stay in Oakland:

The Oak View Place..

City-center apartment with patio
  • Outdoor pool ā€¢ Garden

How to Get to Oakland

Flying to:

  • Leesburg, FL (LEE-Leesburg Intl.), 21.4 mi (34.5 km) from Oakland
  • Orlando Intl. Airport (MCO), 21.5 mi (34.6 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

Things to See near Oakland:

  • Oakland Nature Preserve (0.6 mi/0.9 km away)
  • Hancock Park (5 mi/8 km away)
  • Resurrection Catholic Church (2.9 mi/4.6 km away)
  • Warrior Park (4.7 mi/7.6 km away)

Things to Do near Oakland:

  • Bella Collina Golf Club (4.5 mi/7.2 km away)
  • Garden Theatre (2.9 mi/4.6 km away)
  • Winter Garden Art Association (2.9 mi/4.7 km away)
  • Central Florida Railroad Museum (2.9 mi/4.7 km away)
  • Carter Family Bowl (3 mi/4.8 km away)

When Is the Best Time to Visit Winter Garden?

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