Top Oakland Hotels

Panoramic view of Lake Apopka and nature Florida.

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Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

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Orange sunset over distant hills on Lake Apopka near Orlando, Florida.

Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.

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Downtown Winter Garden

While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.

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Killarney

If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.

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Top Oakland Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Clean room. Breakfast could be better."

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"The service from the Hotel Staff was beyond what we expected. My wife accidentally forgot her Beats Headphones in the room after we checked out and were already at the airport. She called the hotel and spoke with Grace at Guest Services. Housekeeping found my wife's headphones; Grace's team created a shipping label and had them shipped next day air back to our home in Texas. She was so pleased and grateful for their hospitality. This was our second time staying at the hotel and won't be our last. We enjoy getting early access to all the Disney theme parks, taking advantage of the shuttle buses and the staff at the front desk are always so helpful. Rooms are clean and well maintained, lobby area is well maintained. When I get asked where we stay when coming to Disney, I proudly say Drury! Thank you!"

Westgate Lakes Resort & Spa Universal Studios Area

2/10 Terrible

"I hate everything about this place. It's not what it says on the website we went there for a three night trip we couldn't even enjoy ourselves. All the amenities were closed. No access to pools. No access to the door to the pools. Gates are locked front desk telling you different different things every time you call them .I'll never go back to this place. I hate it. They close the main doors to access the Adult pool and they want you to walk around the building where all the garbage stinks. Disgusting when you ask them questions they have something to cover their behind. Nobody's owning up to anything there is no parking please there is no parking you have to stay and wait for a trolley or a bus to take you to your building . It's so frustrating. From Desk will tell you OK will send the trolley then I call another day. They said no no trolley will come. They never sent out a trolley. You have to wait for a bus every time they have a different story to tell the hallway is nasty dirty filthy."

Frequently asked questions

What's it like in Oakland?

Travelers will be sure to enjoy their time in Winter Garden's Oakland neighborhood. Consider a visit to Oakland Nature Preserve as part of your Oakland travel plans.

How many hotels should I expect to find in the Oakland area?

When you want to kick up your feet after a day of exploring the sights in Winter Garden, you can choose from 12 Expedia hotels and other accommodations in Oakland.

If I need to cancel my hotel reservation in Oakland, will I receive a refund?

Yes, the majority of room reservations are refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the top deals on offer in Oakland.

Where can I learn more about changing or cancelling my trip to Oakland?

For more information about picking new dates or cancelling your trip to Oakland, go to https://www.expedia.com/service/.

What is there to do in this Winter Garden neighborhood?

Oakland Nature Preserve is an attraction you might want to check out while you're in Oakland. While you're out sightseeing in Winter Garden, be sure to visit other sights like Plant Street Market or Garden Theatre.

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Our top choices for Oakland hotels

Oakland Manor House

Palazzo Lakeside Hotel

Orlando Palms Hotel

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Wyndham Garden Orlando Airport

DoubleTree by Hilton at the Entrance to Universal Orlando

Club Sevilla

Holiday Inn Express Orlando International Airport by IHG

Rosen Shingle Creek

avid hotel Orlando International Airport by IHG

Clarion Inn Orlando International Drive - ICON Park

Ramada by Wyndham Kissimmee Gateway

SPOT X Hotel Orlando/Intl Dr by The Red Collection

Seasons Florida Resort

Universal's Cabana Bay Beach Resort

The Adventure Hotel by the parks

Cambria Hotel Orlando Airport

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Kompose Boutique Resort at Theme Parks

Where to stay in Oakland

Horizon West

Vista del Lago

Downtown Winter Garden

Killarney

Top Oakland Hotel Reviews

Kompose Boutique Resort at Theme Parks

Frequently asked questions

Explore a world of travel with Expedia