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27 Aug - 28 Aug
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28 Aug - 29 Aug
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29 Aug - 31 Aug
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Top Trending Hotels Near Oakland, Winter Garden

Our top choices for Oakland hotels

Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (2112)
"Great access to the mall and food very well rounded nice for families."
Florida Hotel & Conference Center in the Florida Mall
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Lobby

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3.0 star property
9.0 out of 10, Wonderful, (355)
"Very nice place to stay totally recommended "
The price is ฿2,791
฿3,140 total
includes taxes & fees
1 Sept - 2 Sept
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Pestana Orlando Suites - Lake Buena Vista
Hypo-allergenic bedding, minibar, in-room safe, individually decorated

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1739)
"Good place prefect for short stay"
The price is ฿2,467
฿3,141 total
includes taxes & fees
1 Sept - 2 Sept
Pestana Orlando Suites - Lake Buena Vista
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3068)
"We love staying here "
The price is ฿1,972
฿2,239 total
includes taxes & fees
28 Aug - 29 Aug
Seasons Florida Resort
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1010)
"great restaurant and even better rooms!"
The Delaney Hotel
Club Sevilla
Property entrance

Club Sevilla

2.0 star property
9.0 out of 10, Wonderful, (1001)
"It was clean and the staff was nice "
The price is ฿1,461
฿1,827 total
includes taxes & fees
28 Aug - 29 Aug
Club Sevilla
The Eo Inn - Downtown
Front of property

The Eo Inn - Downtown

3.0 star property
8.0 out of 10, Very good, (1002)
"Good hotel "
The price is ฿2,745
฿3,088 total
includes taxes & fees
28 Aug - 29 Aug
The Eo Inn - Downtown
Orlando Palms Hotel
Outdoor pool, open 9 AM to 10 PM, pool loungers

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (2028)
"Nice convenient hotel by the airpprt. "
The price is ฿1,649
฿1,855 total
includes taxes & fees
10 Sept - 11 Sept
Orlando Palms Hotel
Hampton Inn By Hilton Ocoee Orlando
Free daily buffet breakfast

Hampton Inn By Hilton Ocoee Orlando

2.5 star property
9.6 out of 10, Exceptional, (263)
"Good hotel."
The price is ฿3,008
฿3,384 total
includes taxes & fees
4 Sept - 5 Sept
Hampton Inn By Hilton Ocoee Orlando
Garnet Inn & Suites, Orlando
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Garnet Inn & Suites, Orlando

2.0 star property
6.8 out of 10, (2087)
"Close to Orlando airport!!"
Garnet Inn & Suites, Orlando
Hyatt House Orlando International Drive
Free daily buffet breakfast

Hyatt House Orlando International Drive

4.0 star property
9.2 out of 10, Wonderful, (898)
"We enjoyed our stay at "
The price is ฿3,344
฿3,762 total
includes taxes & fees
7 Sept - 8 Sept
Hyatt House Orlando International Drive
Drury Plaza Hotel Orlando - Disney Springs Area
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

3.0 star property
9.8 out of 10, Exceptional, (4812)
"AMAZING place to stay "
The price is ฿4,415
฿4,967 total
includes taxes & fees
1 Sept - 2 Sept
Drury Plaza Hotel Orlando - Disney Springs Area
Holiday Inn Orlando International Dr-ICON by IHG
Lobby

Holiday Inn Orlando International Dr-ICON by IHG

3.0 star property
9.0 out of 10, Wonderful, (2171)
"Absolutely amazing and loved my stay"
The price is ฿2,727
฿3,555 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Orlando International Dr-ICON by IHG
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3806)
"Excellent stay, staff was friendly."
The price is ฿3,008
฿3,384 total
includes taxes & fees
2 Sept - 3 Sept
Wyndham Garden Orlando Airport
Sonesta Essential Orlando
Room, 2 Queen Beds | Desk, laptop workspace, blackout curtains, iron/ironing board

Sonesta Essential Orlando

3.0 star property
7.2 out of 10, Good, (1707)
"Nice place, very friendly staff and a nice breakfast"
The price is ฿2,472
฿2,911 total
includes taxes & fees
10 Sept - 11 Sept
Sonesta Essential Orlando
Motel 6 Kissimmee, FL - Orlando
Lobby

Motel 6 Kissimmee, FL - Orlando

2.0 star property
7.6 out of 10, Good, (1378)
"always love this place"
The price is ฿1,883
฿2,202 total
includes taxes & fees
28 Aug - 29 Aug
Motel 6 Kissimmee, FL - Orlando
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3982)
"Great stay!"
The price is ฿3,350
฿3,769 total
includes taxes & fees
7 Sept - 8 Sept
Rosen Shingle Creek
Comfort Suites Downtown
Lobby

Comfort Suites Downtown

2.5 star property
8.8 out of 10, Excellent, (1010)
"Great stay!"
The price is ฿3,560
฿4,005 total
includes taxes & fees
3 Sept - 4 Sept
Comfort Suites Downtown
Rosen Inn at Pointe Orlando
View from room

Rosen Inn at Pointe Orlando

3.0 star property
8.4 out of 10, Very good, (4842)
" Great stay"
The price is ฿2,805
฿3,155 total
includes taxes & fees
28 Aug - 29 Aug
Rosen Inn at Pointe Orlando
Destiny Palms Hotel Maingate West
Exterior detail

Destiny Palms Hotel Maingate West

2.5 star property
8.4 out of 10, Very good, (2013)
"Property was perfect for a quick trip to Disney. Affordable and quiet. "
The price is ฿1,883
฿2,283 total
includes taxes & fees
2 Sept - 3 Sept
Destiny Palms Hotel Maingate West
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 for the activities you enjoy most.

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.

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.

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Resurrection Catholic Church.