Photo by Gregg Yutko

Hotels in Oakland

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

Top 10 Hotels in Oakland

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (2985)
"This is a great venue for families!"
Seasons Florida Resort

Mission Resort and Club

4.0 star property
9.0 out of 10, Wonderful, (621)
"Very charming old world resort"
Mission Resort and Club

Kompose Boutique Resort at Theme Parks

4.0 star property
9.4 out of 10, Exceptional, (649)
"Great stay "
The price is S$129
includes taxes & fees
10 Aug - 11 Aug
Kompose Boutique Resort at Theme Parks

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3876)
"Great staff, great food, beautiful property"
The price is S$169
includes taxes & fees
6 Aug - 7 Aug
Rosen Shingle Creek

Magic Key (No Resort Fee)

2.5 star property
8.2 out of 10, Very good, (1000)
"Great place to stay"
Magic Key (No Resort Fee)

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4136)
"Great place for families with kids."
The price is S$109
includes taxes & fees
4 Aug - 5 Aug
Red Lion Hotel Orlando Lake Buena Vista South

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5128)
"Great stay "
Palazzo Lakeside Hotel

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3602)
"Convenient location to all local attractions and reasonably priced."
Galleria Palms Hotel

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6484)
"Great place to stay"
The price is S$121
includes taxes & fees
4 Aug - 5 Aug
DoubleTree by Hilton at the Entrance to Universal Orlando

Holiday Inn Orlando International Dr-ICON by IHG

3.0 star property
9.0 out of 10, Wonderful, (2089)
"Property was very clean! It was just a very comfortable place to stay"
The price is S$134
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn Orlando International Dr-ICON by IHG

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very good, (2345)
"Very nice with great breakfast "
Magic Moment Resort and Kids Club

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1644)
"We had a nice stay"
The price is S$132
includes taxes & fees
10 Aug - 11 Aug
Pestana Orlando Suites - Lake Buena Vista

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
9.0 out of 10, Wonderful, (2142)
"Great price, very comfortable beds and a great location to Disney."
The price is S$113
includes taxes & fees
6 Aug - 7 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Hyatt House Orlando International Drive

4.0 star property
9.4 out of 10, Exceptional, (621)
"Great hotel."
The price is S$137
includes taxes & fees
11 Aug - 12 Aug
Hyatt House Orlando International Drive

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3423)
"Beautiful hotel and amazing staff. Very close to Disney which we were looking for but extremely happy with the hotel itself. "
The price is S$267
includes taxes & fees
11 Aug - 12 Aug
Margaritaville Resort Orlando with H2O Waterpark

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3773)
"Great stay"
The price is S$143
includes taxes & fees
11 Aug - 12 Aug
Wyndham Garden Orlando Airport

Sonesta Essential Orlando

3.0 star property
7.2 out of 10, Good, (1711)
"Very nice and clean hotel"
The price is S$114
includes taxes & fees
1 Aug - 2 Aug
Sonesta Essential Orlando

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
8.0 out of 10, Very good, (3662)
"Nice hotel, nice staff, ok for the price "
The price is S$158
includes taxes & fees
3 Aug - 4 Aug
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Meliá Orlando Celebration

4.0 star property
8.6 out of 10, Excellent, (1503)
"The pool and restaurant were fantastic. Definitely would stay here again!"
The price is S$145
includes taxes & fees
3 Aug - 4 Aug
Meliá Orlando Celebration

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (3110)
"Clean and nice enjoyed our stay!"
The price is S$116
includes taxes & fees
28 Jul - 29 Jul
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
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.

Where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.
Vista del Lago map

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 map

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 map

Killarney

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

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?

Expedia has 7 Oakland hotels and other accommodation options, and one might make a good home base for venturing out into the greater Winter Garden area.

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.