Photo by Gregg Yutko

Find hotels in Oakland, Winter Garden from SAR 260

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Check prices for these dates

Tonight
27 Jun - 28 Jun
Tomorrow
28 Jun - 29 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

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Discover 38,006 Oakland hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1004)
"Great restaurant downstairs and clean quiet hotel in a great location!"
The Delaney Hotel
Wyndham Grand Orlando Resort Bonnet Creek
5 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

Wyndham Grand Orlando Resort Bonnet Creek

4.0 star property
8.8 out of 10, Excellent, (2759)
"Amazing everyone was so helpful and nice resort was so clean and beautiful!!!"
The price is SAR 574
SAR 814 total
includes taxes & fees
27 Jul - 28 Jul
Wyndham Grand Orlando Resort Bonnet Creek
Caribe Royale Orlando
Property entrance

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4169)
"Excellent hotel!!! "
The price is SAR 634
SAR 873 total
includes taxes & fees
20 Jul - 21 Jul
Caribe Royale Orlando
TRYP by Wyndham Orlando
Outdoor pool, sun loungers

TRYP by Wyndham Orlando

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great place to stay"
The price is SAR 347
SAR 391 total
includes taxes & fees
10 Jul - 11 Jul
TRYP by Wyndham Orlando
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Front of property - evening/night

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

3.0 star property
8.6 out of 10, Excellent, (2075)
"Enjoyed our stay!"
The price is SAR 324
SAR 365 total
includes taxes & fees
29 Jun - 30 Jun
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4060)
"Great place to stay"
The price is SAR 354
SAR 529 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Grande Villas Orlando
2 outdoor pools, a heated pool, cabanas (surcharge)

Hilton Vacation Club Grande Villas Orlando

3.5 star property
9.2 out of 10, Wonderful, (3039)
"Very nice and comfortable place to stay."
The price is SAR 397
SAR 531 total
includes taxes & fees
7 Jul - 8 Jul
Hilton Vacation Club Grande Villas Orlando
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, (2052)
"Great property.staff was excellent "
The price is SAR 371
SAR 474 total
includes taxes & fees
29 Jun - 30 Jun
Holiday Inn Orlando International Dr-ICON by IHG
Rosen Plaza on International Drive
Meeting facility

Rosen Plaza on International Drive

4.0 star property
9.2 out of 10, Wonderful, (1608)
"Great place to stay & enjoy the weekend "
The price is SAR 338
SAR 389 total
includes taxes & fees
28 Jul - 29 Jul
Rosen Plaza on International Drive
Rosen Inn, closest to Universal
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Rosen Inn, closest to Universal

3.0 star property
8.4 out of 10, Very Good, (3107)
"Enjoyed my stay and will visit again."
The price is SAR 405
SAR 456 total
includes taxes & fees
7 Jul - 8 Jul
Rosen Inn, closest to Universal
Club Sevilla
Property entrance

Club Sevilla

2.0 star property
8.8 out of 10, Excellent, (1002)
"nice place to stay"
Club Sevilla
AC Hotel by Marriott Orlando Lake Buena Vista
Lobby

AC Hotel by Marriott Orlando Lake Buena Vista

3.5 star property
9.2 out of 10, Wonderful, (1172)
"Clean and staff very nice"
The price is SAR 401
SAR 451 total
includes taxes & fees
6 Jul - 7 Jul
AC Hotel by Marriott Orlando Lake Buena Vista
Bryan’s Spanish Cove
Lake

Bryan’s Spanish Cove

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Great staff and great rooms"
The price is SAR 574
SAR 709 total
includes taxes & fees
24 Jul - 25 Jul
Bryan’s Spanish Cove
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, (6291)
"Very good hotel for stay"
The price is SAR 316
SAR 355 total
includes taxes & fees
28 Jul - 29 Jul
DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2149)
"Pool are is so fun, amenities and dining was wonderful "
The price is SAR 570
SAR 852 total
includes taxes & fees
11 Jul - 12 Jul
Hyatt Regency Grand Cypress
Tru By Hilton Orlando Convention Center Area, FL
Exterior

Tru By Hilton Orlando Convention Center Area, FL

2.5 star property
9.0 out of 10, Wonderful, (3049)
"Wonderful place to stay"
The price is SAR 316
SAR 355 total
includes taxes & fees
28 Jul - 29 Jul
Tru By Hilton Orlando Convention Center Area, FL
Orbit One Vacation Villas
Lobby sitting area

Orbit One Vacation Villas

3.0 star property
9.4 out of 10, Exceptional, (1394)
"This was the perfect family environment for a quiet stay."
The price is SAR 476
SAR 647 total
includes taxes & fees
13 Jul - 14 Jul
Orbit One Vacation Villas
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Lobby

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

3.5 star property
8.4 out of 10, Very Good, (3345)
"Very good place "
The price is SAR 293
SAR 456 total
includes taxes & fees
20 Jul - 21 Jul
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
La Quinta Inn & Suites by Wyndham Orlando I Drive/Conv Ctr
Exterior

La Quinta Inn & Suites by Wyndham Orlando I Drive/Conv Ctr

3.0 star property
8.2 out of 10, Very Good, (2044)
"Very good hotel, close to the attractions park"
The price is SAR 368
SAR 414 total
includes taxes & fees
29 Jun - 30 Jun
La Quinta Inn & Suites by Wyndham Orlando I Drive/Conv Ctr
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5185)
"Great hotel."
The price is SAR 250
SAR 281 total
includes taxes & fees
28 Jul - 29 Jul
Rosen Inn 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 and neighborhoods 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

While visiting Downtown Winter Garden, you might make a stop by sights like Winter Garden Art Association and West Orange Trail.

Killarney map

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.

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?

Expedia has 7 Oakland hotels and other accommodations, 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, 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 Resurrection Catholic Church.