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Check prices for these dates

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

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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 ￥102,063
￥162,156 total
includes taxes & fees
May 24 - May 25
Oakland Manor House
Lobby

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
25.8 km from Oakland
7.8 out of 10, Good, (2,833 reviews)
"Fantastic hotel at a fantastic price and location"
United States
Issac
The price is ￥5,645
￥8,248 total
includes taxes & fees
May 26 - May 27
Orlando Palms Hotel
In-room safe, laptop workspace, blackout drapes, iron/ironing board

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
28.9 km from Oakland
8.2 out of 10, Very Good, (5,146 reviews)
"Great place to stay. Very clean, nice pool, great location, and tasty breakfast."
Canada
Rodney
The price is ￥5,336
￥11,463 total
includes taxes & fees
May 27 - May 28
Palazzo Lakeside Hotel
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, (4,044 reviews)
"Great place to stay. "
United States
scott
The price is ￥12,581
￥14,154 total
includes taxes & fees
Jun 3 - Jun 4
Wyndham Garden Orlando Airport
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
24.2 km from Oakland
9.4 out of 10, Exceptional, (4,796 reviews)
"Great golf resort , great food "
United States
David
The price is ￥16,679
￥18,765 total
includes taxes & fees
May 26 - May 27
Rosen Shingle Creek
Reception

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
30.2 km from Oakland
9.0 out of 10, Wonderful, (3,562 reviews)
"A nice place to stay on a vacation"
United States
Victor
The price is ￥9,330
￥10,591 total
includes taxes & fees
May 30 - May 31
Seasons Florida Resort
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, (6,911 reviews)
"Great hotel!"
United States
Vanessa
The price is ￥15,515
￥17,454 total
includes taxes & fees
Jun 2 - Jun 3
DoubleTree by Hilton at the Entrance to Universal Orlando
Signature Villa | Private kitchen

Club Sevilla

Club Sevilla
2.0 star property
31.2 km from Oakland
9.0 out of 10, Wonderful, (1,036 reviews)
"Stay was pleasant"
United States
Yajaira
The price is ￥7,942
￥9,841 total
includes taxes & fees
Jun 2 - Jun 3
Club Sevilla
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, (4,810 reviews)
"Excellent location, breakfast and staff"
United States
Trinity
The price is ￥14,773
￥16,620 total
includes taxes & fees
Jun 15 - Jun 16
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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, (2,011 reviews)
"Great stay"
United States
Cassandra
The price is ￥15,567
￥17,513 total
includes taxes & fees
Jun 3 - Jun 4
Holiday Inn Express Orlando International Airport by IHG
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
23.2 km from Oakland
8.2 out of 10, Very Good, (4,096 reviews)
"Very nice place to stay close to Disney Springs. "
United States
Julia
The price is ￥12,342
￥20,318 total
includes taxes & fees
Jun 21 - Jun 22
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Property grounds

Orlando International Drive North Hotel

Orlando International Drive North Hotel
3.0 star property
19.6 km from Oakland
7.4 out of 10, Good, (3,221 reviews)
"Clean, great for family, breakfast is great and everybody very helpful"
United States
Allan
The price is ￥10,825
￥15,355 total
includes taxes & fees
Jun 3 - Jun 4
Orlando International Drive North Hotel
Lobby

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
31.4 km from Oakland
8.8 out of 10, Excellent, (1,903 reviews)
"Clean rooms , safe and quiet environment, great food and close to the airport."
United States
Tekarrah
The price is ￥15,393
￥17,318 total
includes taxes & fees
Jun 15 - Jun 16
Cambria Hotel Orlando Airport
View from room

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
22.9 km from Oakland
8.6 out of 10, Excellent, (5,742 reviews)
"Great place to stay"
United States
Christine H
The price is ￥12,007
￥13,510 total
includes taxes & fees
Jun 15 - Jun 16
Rosen Inn Lake Buena Vista
Exterior

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
25.2 km from Oakland
8.0 out of 10, Very Good, (3,843 reviews)
"Friendly staff and comfy beds, just what we needed after long days at the parks."
United Kingdom
angela
The price is ￥8,570
￥12,975 total
includes taxes & fees
Jun 22 - Jun 23
Ramada by Wyndham Kissimmee Gateway
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 ￥15,250
￥17,156 total
includes taxes & fees
Jun 9 - Jun 10
avid hotel Orlando International Airport by IHG
Property grounds

SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection
3.0 star property
23.3 km from Oakland
8.6 out of 10, Excellent, (3,372 reviews)
"Great hotel"
United States
Ana Maria
The price is ￥10,261
￥14,401 total
includes taxes & fees
Jun 21 - Jun 22
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
26.3 km from Oakland
8.6 out of 10, Excellent, (4,176 reviews)
"Fanily friendly, great value, great location!"
United States
Marivette
The price is ￥10,294
￥15,654 total
includes taxes & fees
May 25 - May 26
Vacation Village Orlando, Celebration
Free daily self-serve breakfast

Hampton Inn closest to Universal Orlando

Hampton Inn closest to Universal Orlando
2.5 star property
18.9 km from Oakland
9.0 out of 10, Wonderful, (1,638 reviews)
"It wasn’t anything spectacular but if your looking for a close hotel with a decent hot breakfast that offers shuttle to islands of adventure / studios this one ticks all the boxes."
United States
Ashley
The price is ￥12,982
￥14,604 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn closest to Universal Orlando
Business center

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
18.9 km from Oakland
8.8 out of 10, Excellent, (1,226 reviews)
"Great stay."
United States
Aisha
The price is ￥12,908
￥14,521 total
includes taxes & fees
May 31 - Jun 1
Spark by Hilton Orlando near Universal
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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Where to stay in Oakland

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

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

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

Panoramic view of Lake Apopka and nature Florida.

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.

Top Oakland Hotel Reviews

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

10/10 Excellent
"The hotel was nice and in a great location!!"
Robin 4-night trip
Posted 1 hour ago
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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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