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Oakland Hotels, Winter Garden

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24 Jul - 25 Jul
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38684 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

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, (3932)
"Great staff, great food, beautiful property"
The price is NZ$220
includes taxes & fees
6 Aug - 7 Aug
Rosen Shingle Creek
Hyatt House Orlando International Drive
Free daily buffet breakfast

Hyatt House Orlando International Drive

4.0 star property
9.2 out of 10, Wonderful, (666)
"Nice convenient hotel for families visiting Theme Parks "
The price is NZ$162
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 NZ$158
includes taxes & fees
19 Aug - 20 Aug
Pestana Orlando Suites - Lake Buena Vista
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3014)
"Very nice clean accomodation with helpful and friendly staff."
The price is NZ$114
includes taxes & fees
1 Aug - 2 Aug
Seasons Florida Resort
Kompose Boutique Resort at Theme Parks
Reception

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (778)
"Absolutely loved staying here and they are very friendly "
The price is NZ$183
includes taxes & fees
7 Aug - 8 Aug
Kompose Boutique Resort at Theme Parks
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6475)
"Amazing Stay!"
The price is NZ$158
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton at the Entrance to Universal Orlando
Red Lion Hotel Orlando Lake Buena Vista South
Water park

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 NZ$140
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
Outdoor pool, a heated pool

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

3.5 star property
9.0 out of 10, Wonderful, (2181)
"Great price, very comfortable beds and a great location to Disney."
The price is NZ$146
includes taxes & fees
10 Aug - 11 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Palazzo Lakeside Hotel
1 bedroom, in-room safe, laptop workspace, blackout curtains

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5168)
"An excellent hotel to rest, located near the parks with a very professional staff"
The price is NZ$166
includes taxes & fees
27 July - 28 July
Palazzo Lakeside Hotel
Wyndham Garden Lake Buena Vista – Disney Springs® Area
2 outdoor pools, pool cabanas (surcharge), pool loungers

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
8.0 out of 10, Very good, (3686)
"Nice hotel, nice staff, ok for the price "
The price is NZ$195
includes taxes & fees
10 Aug - 11 Aug
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Magic Moment Resort and Kids Club
Lobby sitting area

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
Bar (on property)

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

3.0 star property
8.6 out of 10, Excellent, (3149)
"Clean and nice enjoyed our stay!"
The price is NZ$140
includes taxes & fees
18 Aug - 19 Aug
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Rosen Centre Hotel
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, pool loungers

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3875)
"It was an amazing stay"
The price is NZ$166
includes taxes & fees
9 Aug - 10 Aug
Rosen Centre Hotel
Margaritaville Resort Orlando with H2O Waterpark
Lobby

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3476)
"Would stay again- place is perfect for budget friendly with class "
The price is NZ$351
includes taxes & fees
10 Aug - 11 Aug
Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Orlando International Dr-ICON by IHG
Exterior

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 NZ$190
includes taxes & fees
30 July - 31 July
Holiday Inn Orlando International Dr-ICON by IHG
Rosen Inn at Pointe Orlando
View from room

Rosen Inn at Pointe Orlando

3.0 star property
8.4 out of 10, Very good, (4648)
"Location of property is great, staff very friendly "
The price is NZ$162
includes taxes & fees
28 July - 29 July
Rosen Inn at Pointe Orlando
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3765)
"Great stay"
The price is NZ$185
includes taxes & fees
11 Aug - 12 Aug
Wyndham Garden Orlando Airport
Hotel SonoHotel IDrive District
Lobby

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2818)
"Lovely staff and rooms!"
Hotel SonoHotel IDrive District
Hyatt Place Orlando/Lake Buena Vista
Terrace/patio

Hyatt Place Orlando/Lake Buena Vista

3.0 star property
8.4 out of 10, Very good, (1326)
"It’s wonderful place to stay "
The price is NZ$141
includes taxes & fees
17 Aug - 18 Aug
Hyatt Place Orlando/Lake Buena Vista
Meliá Orlando Celebration
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

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 NZ$187
includes taxes & fees
17 Aug - 18 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.

Our guide on 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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Good"
Iryna 1-night trip
Posted 20 hours ago
Kompose Boutique Resort at Theme Parks

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.

What's the best place to stay in Oakland?

For your stay in Oakland, The Oak View Place.. is one of the top choices based on our traveller data.

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.