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Top Trending Hotels Near Oakland, Winter Garden

Rosen Shingle Creek
Relax by the pool surrounded by lounge chairs and umbrellas, with a view of the resort's distinctive building in the background.

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3929)
"Great staff, great food, beautiful property"
The price is ₹10,192
₹11,467 total
includes taxes & fees
6 Aug - 7 Aug
Rosen Shingle Creek
Hyatt House Orlando International Drive
Enjoy a delicious spread of scrambled eggs, casserole, and mixed vegetables at our buffet.

Hyatt House Orlando International Drive

4.0 star property
9.2 out of 10, Wonderful, (662)
"Great hotel."
The price is ₹7,531
₹8,473 total
includes taxes & fees
17 Aug - 18 Aug
Hyatt House Orlando International Drive
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, (1669)
"Very nice hotel!"
The price is ₹6,391
₹8,162 total
includes taxes & fees
29 Jul - 30 Jul
Pestana Orlando Suites - Lake Buena Vista
Seasons Florida Resort
Relax in this serene outdoor seating area with a round table and comfortable chairs.

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3012)
"Nice place to stay at an affordable price. Great restaurant El Ciba right on site. "
The price is ₹5,121
₹5,813 total
includes taxes & fees
5 Aug - 6 Aug
Seasons Florida Resort
Kompose Boutique Resort at Theme Parks
Relax in style with a view of the outdoor pool from our spacious lobby, featuring a stunning chandelier and unique sculpture.

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (776)
"Absolutely loved staying here and they are very friendly "
The price is ₹7,747
₹9,833 total
includes taxes & fees
17 Aug - 18 Aug
Kompose Boutique Resort at Theme Parks
DoubleTree by Hilton at the Entrance to Universal Orlando
Relax by the pool surrounded by a spacious deck area with lounge chairs and umbrellas.

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6471)
"Great place to stay"
The price is ₹7,268
₹8,177 total
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton at the Entrance to Universal Orlando
Red Lion Hotel Orlando Lake Buena Vista South
Relax by the pool surrounded by lush greenery and a palm tree, featuring a fun blue slide for kids.

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4113)
"Great place for families with kids."
The price is ₹4,284
₹7,313 total
includes taxes & fees
4 Aug - 5 Aug
Red Lion Hotel Orlando Lake Buena Vista South
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Relax by the pool surrounded by palm trees and lounge chairs.

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

3.5 star property
9.0 out of 10, Wonderful, (2180)
"Great price, very comfortable beds and a great location to Disney."
The price is ₹6,763
₹7,608 total
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Palazzo Lakeside Hotel
Relax in comfort with a plush bed, tufted headboard, and cozy armchair.

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5165)
"An excellent hotel to rest, located near the parks with a very professional staff"
The price is ₹5,032
₹8,651 total
includes taxes & fees
27 Jul - 28 Jul
Palazzo Lakeside Hotel
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Relax by the pool surrounded by lush greenery and palm trees, with clear and sandy-bottomed sections for a variety of swimming experiences.

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
8.0 out of 10, Very good, (3684)
"Nice hotel, nice staff, ok for the price "
The price is ₹5,942
₹10,183 total
includes taxes & fees
10 Aug - 11 Aug
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Magic Moment Resort and Kids Club
Relax in this stylish living room with a large sofa, coffee table, and fireplace, perfect for unwinding.

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very good, (2379)
"I enjoy staying at the magic Moments very kid friendly "
Magic Moment Resort and Kids Club
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Relax by the poolside bar with a refreshing drink in hand.

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (3148)
"Clean and nice enjoyed our stay!"
The price is ₹6,478
₹7,287 total
includes taxes & fees
18 Aug - 19 Aug
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Rosen Centre Hotel
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas at your disposal.

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3875)
"It was an amazing stay"
The price is ₹8,802
₹10,002 total
includes taxes & fees
10 Aug - 11 Aug
Rosen Centre Hotel
Margaritaville Resort Orlando with H2O Waterpark
Relax in our spacious lobby, featuring a high ceiling, potted plants, and a central fountain.

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3473)
"Would stay again- place is perfect for budget friendly with class "
The price is ₹12,368
₹18,351 total
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Orlando International Dr-ICON by IHG
Enjoy meals at the large dining table and stay productive at the computer desk, with a view of the outdoors through the large windows.

Holiday Inn Orlando International Dr-ICON by IHG

3.0 star property
9.0 out of 10, Wonderful, (2105)
"Property was very clean! It was just a very comfortable place to stay"
The price is ₹7,687
₹9,943 total
includes taxes & fees
30 Jul - 31 Jul
Holiday Inn Orlando International Dr-ICON by IHG
Rosen Inn at Pointe Orlando
Relax by the rooftop pool surrounded by lounge chairs and umbrellas.

Rosen Inn at Pointe Orlando

3.0 star property
8.4 out of 10, Very good, (4647)
"Location of property is great, staff very friendly "
The price is ₹7,384
₹8,307 total
includes taxes & fees
28 Jul - 29 Jul
Rosen Inn at Pointe Orlando
Wyndham Garden Orlando Airport
Relax by the pool surrounded by lush greenery and comfortable lounge seating.

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3765)
"Great stay"
The price is ₹8,590
₹9,664 total
includes taxes & fees
11 Aug - 12 Aug
Wyndham Garden Orlando Airport
Hotel SonoHotel IDrive District
Relax in comfort with a variety of seating options and enjoy views of the outdoors from the spacious lobby.

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2813)
"Lovely staff and rooms!"
The price is ₹4,723
₹5,313 total
includes taxes & fees
3 Aug - 4 Aug
Hotel SonoHotel IDrive District
Hyatt Place Orlando/Lake Buena Vista
Relax by the pool surrounded by comfortable lounge chairs and shaded seating areas.

Hyatt Place Orlando/Lake Buena Vista

3.0 star property
8.4 out of 10, Very good, (1325)
"Can’t wait to stay here again"
The price is ₹6,534
₹7,351 total
includes taxes & fees
17 Aug - 18 Aug
Hyatt Place Orlando/Lake Buena Vista
Meliá Orlando Celebration
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Meliá Orlando Celebration

4.0 star property
8.6 out of 10, Excellent, (1519)
"I’ve been staying there for years great place "
The price is ₹5,819
₹9,742 total
includes taxes & fees
13 Aug - 14 Aug
Meliá Orlando Celebration
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 Resurrection Catholic Church and West Orange Trail are two attractions nearby that you can check out.

Top Oakland Hotel Reviews

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

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

10/10 Excellent
"The staff was very helpful and courteous. They went above and beyond to accommodate my needs. The hotel offers free shuttle service to disney. Buses were on time, but a little crowded in the mornings. Breakfast was good. Hotel was well kept!"
Charlotte 2-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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.