What's it like in Oakland?

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

How many hotels can I expect to find in Oakland?

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

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

Yes, you'll find most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Add your dates and click on "Search", then use the filter option "fully refundable" to review the best options available in Oakland.

What is there to do in this Winter Garden neighbourhood?

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, make sure that you visit other sights such as Plant Street Market or Garden Theatre.

Oakland hotels, Winter Garden, United States of America: Winter Garden Hotel Guide

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Our top choices for Oakland hotels

Oakland Manor House

Oakland

includes taxes & fees

26 May - 27 May

Kompose Boutique Resort at Theme Parks

24.9 km from Oakland

Paulo Henrique

includes taxes & fees

27 May - 28 May

Hyatt House Orlando International Drive

20.6 km from Oakland

Idoel

includes taxes & fees

31 May - 1 Jun

Rosen Shingle Creek

24.2 km from Oakland

David

includes taxes & fees

28 May - 29 May

Wyndham Garden Orlando Airport

29.9 km from Oakland

scott

includes taxes & fees

26 May - 27 May

Orlando Palms Hotel

25.8 km from Oakland

Issac

includes taxes & fees

1 Jun - 2 Jun

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

19.6 km from Oakland

Robin

includes taxes & fees

1 Jun - 2 Jun

DoubleTree by Hilton at the Entrance to Universal Orlando

19.2 km from Oakland

Vanessa

includes taxes & fees

24 Jun - 25 Jun

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers

Universal's Terra Luna Resort

22.2 km from Oakland

Martyna

includes taxes & fees

21 Jun - 22 Jun

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

20.3 km from Oakland

Kennedy

includes taxes & fees

26 May - 27 May

Vacation Village Orlando, Celebration

26.3 km from Oakland

Ebony

includes taxes & fees

28 May - 29 May

Cambria Hotel Orlando Airport

31.4 km from Oakland

Tekarrah

includes taxes & fees

31 May - 1 Jun

Hilton Orlando Buena Vista Palace - Disney Springs® Area

22.9 km from Oakland

Shyrie Monet

includes taxes & fees

31 May - 1 Jun

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

19.3 km from Oakland

Trinity

includes taxes & fees

2 Jun - 3 Jun

Caribe Royale Orlando

26 km from Oakland

Zhamilya

includes taxes & fees

26 May - 27 May

Spark by Hilton Orlando near Universal

18.9 km from Oakland

Aisha

includes taxes & fees

31 May - 1 Jun

Margaritaville Resort Orlando with H2O Waterpark

23.8 km from Oakland

Natjaree

includes taxes & fees

11 Jun - 12 Jun

Westgate Lakes Resort & Spa Universal Studios Area

20.9 km from Oakland

Hector

includes taxes & fees

28 May - 29 May

Courtyard by Marriott Orlando Downtown

25 km from Oakland

Eduardo

includes taxes & fees

31 May - 1 Jun

Wyndham Garden Lake Buena Vista – Disney Springs® Area

23.2 km from Oakland

Jessica

includes taxes & fees

26 May - 27 May

View all properties

Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.

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

If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.

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Panoramic view of Lake Apopka and nature Florida.

Killarney

Killarney might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

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Top Oakland Hotel Reviews

The Grove Resort & Water Park Orlando

10/10 Excellent

"My only complaint would be, the pull out mattress was stained. Not what I had planned but not a huge deal because we just doubled up in a room. Besides that everything else was great. The staff was friendly and very helpful. I noticed that their internet was down at the time of my arrival. The manager seemed to keep his cool during the problem, and kept the check in process rolling without a hitch. I could not receive a key card at the time of arrival, due to the system failure, but everything was taken care of in a timely and professional manner for my family and I to enter our room. I would keep The Grove in the list of places to stay on our next vacation."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"This is a great option for families or a longer stay. With a full kitchen, living room area and balcony there is plenty of space to make it feel like home. There is plenty to do on site, however keep in mind that it’s all at additional fees (mini golf, arcade, etc). The complex is huge, so much that they have a complementary shuttle to take you from one building or pool to the other, it looks and feels like a huge apartment complex rather than hotel. To that point, they do some sort of timeshare sales which they try to get you to sign up for when you check-in, but you certainly don’t have to. Overall, the apartment was clean and spacious. The water pressure was not great but really no other complaints. Would definitely recommend."

Kompose Boutique Resort at Theme Parks

8/10 Good

"I love staying here. Found this place on line. Wasn't sure about the hotel because I travel to Kissimmee alot. Never heard or seen the hotel before. So we took a chance. LOVED IT. Had several family and friends stay there. Now we're trying to get a group there so we can get some suites."

Winter Garden Hotel Guide. Hotels in Oakland, Winter Garden, United States of America

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Oakland hotels

Oakland Manor House

Kompose Boutique Resort at Theme Parks

Hyatt House Orlando International Drive

Rosen Shingle Creek

Wyndham Garden Orlando Airport

Orlando Palms Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DoubleTree by Hilton at the Entrance to Universal Orlando

Universal's Terra Luna Resort

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Vacation Village Orlando, Celebration

Cambria Hotel Orlando Airport

Hilton Orlando Buena Vista Palace - Disney Springs® Area

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

Caribe Royale Orlando

Spark by Hilton Orlando near Universal

Margaritaville Resort Orlando with H2O Waterpark

Westgate Lakes Resort & Spa Universal Studios Area

Courtyard by Marriott Orlando Downtown

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Where to stay in Oakland

Horizon West

Vista del Lago

Downtown Winter Garden

Killarney

Top Oakland Hotel Reviews

The Grove Resort & Water Park Orlando

Frequently asked questions

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