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Oakland Hotels, Winter Garden

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18 Aug - 19 Aug
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19 Aug - 20 Aug
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22 Aug - 24 Aug
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29 Aug - 31 Aug

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38426 Cheap Hotels in Oakland - Specials, Reviews, & Last Minute Deals

The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1005)
"Excelente, buen hotel"
The Delaney Hotel
Lakeside Inn
Outdoor pool, pool loungers

Lakeside Inn

3.0 star property
8.8 out of 10, Excellent, (1207)
"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, (1003)
"Very quiet and clean hotel."
The price is NZ$208
includes taxes & fees
25 Aug - 26 Aug
Comfort Suites Downtown
The Eo Inn - Downtown
Front of property

The Eo Inn - Downtown

3.0 star property
8.0 out of 10, Very good, (1006)
"Good hotel "
The price is NZ$162
includes taxes & fees
19 Aug - 20 Aug
The Eo Inn - 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, (822)
"Great stay and relaxing "
The price is NZ$141
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (8377)
"Was an amazing stay definitely would recommend it"
The price is NZ$340
includes taxes & fees
19 Aug - 20 Aug
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, (6550)
"Good place to stay"
The price is NZ$176
includes taxes & fees
10 Sept - 11 Sept
DoubleTree by Hilton at the Entrance to Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5240)
"Totally enjoyed our stay "
The price is NZ$235
includes taxes & fees
19 Aug - 20 Aug
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, (2675)
"It was a very pleasant stay"
The price is NZ$144
includes taxes & fees
24 Aug - 25 Aug
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1063)
"Great place to stay "
The price is NZ$131
includes taxes & fees
19 Aug - 20 Aug
Kompose Boutique Resort at Theme Parks
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, (4006)
"Second time staying here and both times were great. "
The price is NZ$251
includes taxes & fees
19 Aug - 20 Aug
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, (4063)
"Great location "
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, (5748)
"Excellent hotel "
The price is NZ$144
includes taxes & fees
19 Aug - 20 Aug
Rosen Inn International
Hyatt Regency Orlando
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Orlando

4.5 star property
9.2 out of 10, Wonderful, (1721)
"Excellent hotel!!!"
The price is NZ$377
includes taxes & fees
19 Aug - 20 Aug
Hyatt Regency Orlando
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2226)
"Amazing place to stay "
The price is NZ$367
includes taxes & fees
27 Aug - 28 Aug
Hyatt Regency Grand Cypress
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 Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5370)
"Nice place to stay."
The price is NZ$133
includes taxes & fees
19 Aug - 20 Aug
Rosen Inn Lake Buena Vista
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, (3987)
"Great stay!"
The price is NZ$174
includes taxes & fees
7 Sept - 8 Sept
Rosen Shingle Creek
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3782)
"I enjoy really enjoyed the stay staff was friendly restaurant food was really good"
The price is NZ$174
includes taxes & fees
2 Sept - 3 Sept
Wyndham Garden Orlando Airport
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4353)
"Great stay "
The price is NZ$374
includes taxes & fees
31 Aug - 1 Sept
Caribe Royale Orlando
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

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

If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.

Killarney

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

Top Oakland Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Good service and housekeepers leave rooms clean 👌 👍 "
Francy 3-night trip
Posted 7 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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?

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

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.