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Check prices for these dates

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Feb 23 - Feb 24
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Feb 24 - Feb 25
This weekend
Feb 27 - Mar 1
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Mar 6 - Mar 8

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Our top choices for Oakland hotels

Lobby

Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
25.5 km from Oakland
8.8 out of 10, Excellent, (1,007 reviews)
"Room was excellent and the breakfast was very good. Lots of TV channels to choose from as well."
United States
Michael
The price is ₩190,430
₩214,233 total
includes taxes & fees
Mar 23 - Mar 24
Comfort Suites Downtown
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, (4,004 reviews)
"Rooms were clean and staff was friendly. "
United States
Audrey Nou
The price is ₩150,412
₩227,788 total
includes taxes & fees
Mar 22 - Mar 23
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Front of property

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
23.3 km from Oakland
8.8 out of 10, Excellent, (2,812 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
The price is ₩185,629
₩267,407 total
includes taxes & fees
Mar 22 - Mar 23
Wyndham Lake Buena Vista – Disney Springs® Area
Free daily buffet breakfast

Holiday Inn Express Hotel & Suites Ocoee East by IHG

Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5 star property
14.6 km from Oakland
8.4 out of 10, Very Good, (1,014 reviews)
"The check in process was easy and friendly "
United States
Luisa
The price is ₩195,536
₩219,978 total
includes taxes & fees
Feb 26 - Feb 27
Holiday Inn Express Hotel & Suites Ocoee East by IHG
Outdoor pool, sun loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
23.1 km from Oakland
9.8 out of 10, Exceptional, (5,661 reviews)
"Great hotel!"
United States
BARRY
The price is ₩258,145
₩290,413 total
includes taxes & fees
Mar 17 - Mar 18
Drury Plaza Hotel Orlando - Disney Springs Area
Lobby sitting area

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
4.0 star property
26.5 km from Oakland
9.0 out of 10, Wonderful, (1,283 reviews)
"Nice hotel, nice location, friendly staff, great price! "
United States
Latoya
The price is ₩202,839
₩232,965 total
includes taxes & fees
Mar 8 - Mar 9
Hilton Orlando/Altamonte Springs
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, (1,010 reviews)
"Room was nice clean Great staff "
United States
John
The price is ₩208,263
₩234,297 total
includes taxes & fees
Mar 1 - Mar 2
Courtyard by Marriott Orlando Downtown
Terrace/patio

The Delaney Hotel

The Delaney Hotel
3.5 star property
25.3 km from Oakland
9.6 out of 10, Exceptional, (1,064 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel
Exterior

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
19.3 km from Oakland
9.6 out of 10, Exceptional, (2,014 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is ₩206,817
₩232,669 total
includes taxes & fees
Mar 4 - Mar 5
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Exterior

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
19.3 km from Oakland
9.2 out of 10, Wonderful, (5,285 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is ₩184,949
₩208,060 total
includes taxes & fees
Mar 1 - Mar 2
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
19.3 km from Oakland
9.4 out of 10, Exceptional, (2,284 reviews)
"Great place to stay "
United States
ALTON
The price is ₩197,792
₩222,515 total
includes taxes & fees
Mar 25 - Mar 26
Homewood Suites by Hilton Orlando at Flamingo Crossings
Restaurant

Staybridge Suites Orlando at SeaWorld by IHG

Staybridge Suites Orlando at SeaWorld by IHG
3.0 star property
22.8 km from Oakland
9.2 out of 10, Wonderful, (547 reviews)
"Th hotel was clean and location was close to food, amusement parks"
United States
Dianne
The price is ₩143,470
₩161,403 total
includes taxes & fees
Mar 23 - Mar 24
Staybridge Suites Orlando at SeaWorld 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, (4,556 reviews)
"Amazing room and great breakfasts for the price "
United States
Christian
The price is ₩180,784
₩203,381 total
includes taxes & fees
Mar 24 - Mar 25
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2 outdoor pools, pool umbrellas, sun loungers

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
22.8 km from Oakland
8.8 out of 10, Excellent, (4,101 reviews)
"Amazing staff, room was spacious and clean. "
United States
Eduardo
The price is ₩165,959
₩227,388 total
includes taxes & fees
Mar 10 - Mar 11
Hilton Vacation Club Aqua Sol Orlando West
Outdoor wedding area

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
26.5 km from Oakland
8.6 out of 10, Excellent, (1,582 reviews)
"Would definitely stay here again"
United States
Brad
The price is ₩134,503
₩205,190 total
includes taxes & fees
Mar 22 - Mar 23
Meliá Orlando Celebration
Lobby lounge

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
22.5 km from Oakland
8.8 out of 10, Excellent, (1,967 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is ₩143,181
₩161,078 total
includes taxes & fees
Feb 24 - Feb 25
Aloft Orlando Lake Buena Vista
Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
25.2 km from Oakland
9.4 out of 10, Exceptional, (1,477 reviews)
"Loved our stay here! It was our second time and I'm sure we'll be back!"
United States
Rebekah
The price is ₩193,945
₩258,871 total
includes taxes & fees
Mar 3 - Mar 4
Hilton Vacation Club Grand Beach Orlando
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
23.1 km from Oakland
8.4 out of 10, Very Good, (1,172 reviews)
"Good breakfast Nice rooms"
United States
Terrence
The price is ₩149,255
₩165,673 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Outdoor pool

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
20.3 km from Oakland
9.2 out of 10, Wonderful, (2,073 reviews)
"Excellent stay. Clean rooms great amenities and perfect location for visiting Orlando."
United States
Sakinah
The price is ₩140,144
₩157,662 total
includes taxes & fees
Mar 5 - Mar 6
Element Orlando Universal Blvd.
Exterior

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
22.3 km from Oakland
8.2 out of 10, Very Good, (2,646 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is ₩103,047
₩115,927 total
includes taxes & fees
Mar 18 - Mar 19
Days Inn by Wyndham Orlando Conv. Center/International Dr
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.

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.

Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Room was great with two king beds. Property is new and well run. Great concept."
Kelly 1-night trip
Posted 6 hours ago
Kompose Boutique Resort at Theme Parks

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.