Oakland Hotels, Winter Garden

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Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

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Our top choices for Oakland hotels

Exterior

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is NZ$1,745
includes taxes & fees
24 May - 25 May
Oakland Manor House
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
24.9 km from Oakland
9.4 out of 10, Exceptional, (4,100 reviews)
"Great Vacation and friendly staff."
United States
Haushan
The price is NZ$285
includes taxes & fees
4 June - 5 June
Kompose Boutique Resort at Theme Parks
Exterior

Universal's Terra Luna Resort

Universal's Terra Luna Resort
3.0 star property
22.2 km from Oakland
9.2 out of 10, Wonderful, (653 reviews)
"Great hotel and very friendly staff. "
United States
Martyna
The price is NZ$293
includes taxes & fees
25 May - 26 May
Universal's Terra Luna Resort
Lobby

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
20.6 km from Oakland
9.4 out of 10, Exceptional, (1,830 reviews)
"Great place to stay"
United States
Idoel
The price is NZ$194
includes taxes & fees
21 June - 22 June
Hyatt House Orlando International Drive
Fitness facility

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
29.9 km from Oakland
9.0 out of 10, Wonderful, (4,073 reviews)
"Great place to stay. "
United States
scott
The price is NZ$152
includes taxes & fees
26 May - 27 May
Wyndham Garden Orlando Airport
Lobby

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
25.8 km from Oakland
7.8 out of 10, Good, (2,831 reviews)
"Fantastic hotel at a fantastic price and location"
United States
Issac
The price is NZ$138
includes taxes & fees
27 May - 28 May
Orlando Palms Hotel
Lobby

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
19.6 km from Oakland
8.6 out of 10, Excellent, (1,423 reviews)
"Excellent place to stay , come back "
United States
Jeannette
The price is NZ$167
includes taxes & fees
27 May - 28 May
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
24.2 km from Oakland
9.4 out of 10, Exceptional, (4,793 reviews)
"Great golf resort , great food "
United States
David
The price is NZ$218
includes taxes & fees
26 May - 27 May
Rosen Shingle Creek
Exterior

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
31.5 km from Oakland
9.2 out of 10, Wonderful, (2,199 reviews)
"Great stay "
Canada
Jordan
The price is NZ$170
includes taxes & fees
25 May - 26 May
avid hotel Orlando International Airport by IHG
Free daily buffet breakfast

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
19.3 km from Oakland
9.4 out of 10, Exceptional, (4,809 reviews)
"Excellent location, breakfast and staff"
United States
Trinity
The price is NZ$178
includes taxes & fees
3 June - 4 June
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Courtyard

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
19.2 km from Oakland
8.4 out of 10, Very good, (6,948 reviews)
"Great hotel!"
United States
Vanessa
The price is NZ$205
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton at the Entrance to Universal Orlando
Exterior

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
31.4 km from Oakland
8.8 out of 10, Excellent, (1,907 reviews)
"Clean rooms , safe and quiet environment, great food and close to the airport."
United States
Tekarrah
The price is NZ$187
includes taxes & fees
15 June - 16 June
Cambria Hotel Orlando Airport
Lobby

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
23.8 km from Oakland
8.8 out of 10, Excellent, (3,592 reviews)
"Clean room and very very nice staff."
United States
Natjaree
The price is NZ$384
includes taxes & fees
3 June - 4 June
Margaritaville Resort Orlando with H2O Waterpark
Water park

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
20.9 km from Oakland
8.4 out of 10, Very good, (6,505 reviews)
"Great stay"
United States
Hector
The price is NZ$244
includes taxes & fees
26 May - 27 May
Westgate Lakes Resort & Spa Universal Studios Area
Exterior

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
31.3 km from Oakland
9.0 out of 10, Wonderful, (2,007 reviews)
"Great stay"
United States
Mai See
The price is NZ$188
includes taxes & fees
26 May - 27 May
Holiday Inn Express Orlando International Airport by IHG
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
26.3 km from Oakland
8.6 out of 10, Excellent, (4,173 reviews)
"Fanily friendly, great value, great location!"
United States
Marivette
The price is NZ$168
includes taxes & fees
24 May - 25 May
Vacation Village Orlando, Celebration
Courtyard

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
3.0 star property
20.3 km from Oakland
9.0 out of 10, Wonderful, (766 reviews)
"The bar staff and morning front desk were extremely pleasant!! So glad I stayed here for my first trip to Orlando."
United States
Kennedy
The price is NZ$187
includes taxes & fees
1 June - 2 June
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
18.5 km from Oakland
9.0 out of 10, Wonderful, (6,840 reviews)
"I love this hotel very nice clean and great place to stay with family "
United States
Deijah
The price is NZ$287
includes taxes & fees
26 May - 27 May
Universal's Cabana Bay Beach Resort
Exterior

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
25 km from Oakland
9.6 out of 10, Exceptional, (1,002 reviews)
"I love to stay here, the staff the hotel everything is excellent."
United States
Eduardo
The price is NZ$235
includes taxes & fees
24 May - 25 May
Courtyard by Marriott Orlando Downtown
Exterior

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
26 km from Oakland
9.2 out of 10, Wonderful, (5,036 reviews)
"Definitely recommend for family vacation!"
United States
Zhamilya
The price is NZ$286
includes taxes & fees
26 May - 27 May
Caribe Royale Orlando
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.
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Our guide on 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.

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.

Photo by Shannon Maya
Open Photo by Shannon Maya

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.

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.

Top Oakland Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"We came to pivot our lodging from a bad lodging solution at the last minute (at ) and that was a blessing in disguise! Our whole family loved our stay here. Clean, great environment, kind and helpful staff, great price, ate the breakfast and swam in the pool with my daughter every day. Next time we come to Orlando we will look for this hotel right away!"
Parker 4-night trip
Posted 5 hours ago
Kompose Boutique Resort at Theme Parks

Frequently asked questions

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.

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