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Oakland Hotels near Winter Garden

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Aug 20 - Aug 21
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Top Trending Hotels Near Oakland, Winter Garden

The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1000)
"Excelente, buen hotel"
The Delaney Hotel
Lakeside Inn
Outdoor pool, sun loungers

Lakeside Inn

3.0 star property
8.8 out of 10, Excellent, (1197)
"Lovely location and quiet peaceful stay"
Lakeside Inn
Comfort Suites Downtown
Lobby

Comfort Suites Downtown

2.5 star property
8.8 out of 10, Excellent, (1001)
"Great property, would stay again if I was in the area!!"
The price is P6,250
P7,031 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Suites Downtown
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very Good, (828)
"Great stay and relaxing "
The price is P4,311
P4,785 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
The Eo Inn - Downtown
Front of property

The Eo Inn - Downtown

3.0 star property
8.0 out of 10, Very Good, (1011)
"Good hotel "
The price is P5,083
P5,719 total
includes taxes & fees
Aug 25 - Aug 26
The Eo Inn - Downtown
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8394)
"Our family enjoyed our stayed "
The price is P7,922
P11,478 total
includes taxes & fees
Aug 21 - Aug 22
The Grove Resort & Water Park Orlando
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, (6567)
"Good place to stay"
The price is P5,292
P5,953 total
includes taxes & fees
Sep 10 - Sep 11
DoubleTree by Hilton at the Entrance to Universal Orlando
Kompose Boutique Resort at Theme Parks
1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1076)
"Great place to stay "
The price is P3,294
P4,426 total
includes taxes & fees
Aug 24 - Aug 25
Kompose Boutique Resort at Theme Parks
Westgate Lakes Resort & Spa Universal Studios Area
7 outdoor pools, cabanas (surcharge), pool umbrellas

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very Good, (5254)
"Totally enjoyed our stay "
The price is P5,579
P7,946 total
includes taxes & fees
Aug 21 - Aug 22
Westgate Lakes Resort & Spa Universal Studios Area
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property - evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2683)
"It was a very pleasant stay"
The price is P4,318
P4,858 total
includes taxes & fees
Aug 24 - Aug 25
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4018)
"Second time staying here and both times were great. "
The price is P3,827
P8,482 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4067)
"Great location "
The price is P3,742
P5,366 total
includes taxes & fees
Aug 21 - Aug 22
Avanti International Resort
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5749)
"Excellent hotel "
The price is P4,340
P4,883 total
includes taxes & fees
Aug 21 - Aug 22
Rosen Inn International
Hyatt Regency Orlando
2 outdoor pools, cabanas (surcharge), pool umbrellas

Hyatt Regency Orlando

4.5 star property
9.2 out of 10, Wonderful, (1722)
"Excellent hotel!!!"
The price is P7,505
P11,611 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Regency Orlando
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5363)
"Nice place to stay."
The price is P4,340
P4,883 total
includes taxes & fees
Sep 1 - Sep 2
Rosen Inn Lake Buena Vista
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, (2213)
"Amazing place to stay "
The price is P8,167
P12,401 total
includes taxes & fees
Sep 12 - Sep 13
Hyatt Regency Grand Cypress
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4361)
"Great stay "
The price is P9,081
P12,658 total
includes taxes & fees
Aug 31 - Sep 1
Caribe Royale Orlando
The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Beautiful Rooms, Stay, just about Everything ❤️🙏"
The Alfond Inn
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3967)
"Great stay!"
The price is P5,894
P6,631 total
includes taxes & fees
Sep 7 - Sep 8
Rosen Shingle Creek
Hotel SonoHotel IDrive District
Lobby

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2903)
"Very nice hotel with nice location for food and shopping "
Hotel SonoHotel IDrive District
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. Learn more about Oakland
Learn more about Oakland

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

While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.

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.

Top Oakland Hotel Reviews

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The staff were great! Smiling faces so nice! Resort was very nice , easy to access. Rooms could use some slight upgrades , lighting was very dim. Also due to rain we were not always sure when the pool was open again , maybe could do something like send a text to guest to notify. Other than that great resort my family and I really enjoyed ourselves. We most definitely would return!!!"
Lakeia 3-night trip
Posted 16 hours ago
CoCo Key Hotel and Water Resort 

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?

When you want to kick up your feet after a day of exploring the sights in Winter Garden, you can choose from 12 Expedia hotels and other accommodations in Oakland.

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.