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9 Sept - 10 Sept
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10 Sept - 11 Sept
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12 Sept - 14 Sept
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19 Sept - 21 Sept

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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, (1006)
"Very spacious hotel, great staff and nice location "
The Delaney Hotel
Lakeside Inn
Outdoor pool, pool loungers

Lakeside Inn

3.0 star property
8.8 out of 10, Excellent, (1203)
"Lovely location and quiet peaceful stay"
The price is ₹16,274
₹18,471 total
includes taxes & fees
26 Sept - 27 Sept
Lakeside Inn
Comfort Suites Downtown
Lobby

Comfort Suites Downtown

2.5 star property
8.8 out of 10, Excellent, (1006)
"Great stay!"
The price is ₹9,678
₹10,888 total
includes taxes & fees
21 Sept - 22 Sept
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, (1004)
"Always a nice stay"
The price is ₹7,463
₹8,396 total
includes taxes & fees
10 Sept - 11 Sept
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, (8503)
"Great place to stay for a family "
The price is ₹11,033
₹16,384 total
includes taxes & fees
10 Sept - 11 Sept
The Grove Resort & Water Park Orlando
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, (906)
"Great place for a family vacation "
The price is ₹7,216
₹8,009 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (6609)
"It was an amazing stay! "
The price is ₹9,044
₹10,174 total
includes taxes & fees
14 Sept - 15 Sept
DoubleTree by Hilton at the Entrance to Universal Orlando
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, (2720)
"Had a nice stay"
The price is ₹5,291
₹5,952 total
includes taxes & fees
28 Sept - 29 Sept
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Rosen Inn International
Front of property – evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5804)
"Great location"
The price is ₹6,090
₹6,852 total
includes taxes & fees
25 Sept - 26 Sept
Rosen Inn International
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony | 1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1244)
"Great stay"
The price is ₹5,389
₹7,179 total
includes taxes & fees
14 Sept - 15 Sept
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, (4157)
"Wonderful place to stay and enjoy waterpark!"
The price is ₹5,649
₹12,810 total
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Resort Orlando Suites - Waterpark by IHG
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, (2244)
"Family friendly and wonderful resort"
The price is ₹9,621
₹15,789 total
includes taxes & fees
12 Sept - 13 Sept
Hyatt Regency Grand Cypress
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5397)
"Nice place to stay."
The price is ₹5,090
₹5,727 total
includes taxes & fees
10 Sept - 11 Sept
Rosen Inn Lake Buena Vista
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3819)
"Great place to stay."
The price is ₹8,103
₹9,116 total
includes taxes & fees
10 Sept - 11 Sept
Wyndham Garden Orlando Airport
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4103)
"Nice stay"
Avanti International Resort
Hyatt Regency Orlando
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Orlando

4.5 star property
9.2 out of 10, Wonderful, (1719)
"Great stay "
The price is ₹11,298
₹17,603 total
includes taxes & fees
23 Sept - 24 Sept
Hyatt Regency Orlando
The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1008)
"A wonderful property! "
The Alfond Inn
DoubleTree by Hilton Hotel Orlando at SeaWorld
Exterior

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
7.4 out of 10, Good, (6130)
"Great place to stay. Friendly staff and close to Seaworld!!"
The price is ₹6,009
₹9,243 total
includes taxes & fees
21 Sept - 22 Sept
DoubleTree by Hilton Hotel Orlando at SeaWorld
Hotel SonoHotel IDrive District
Lobby

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2976)
"Great hotel, great location, perfect for the price"
The price is ₹5,759
₹6,480 total
includes taxes & fees
21 Sept - 22 Sept
Hotel SonoHotel IDrive District
Holiday Inn Club Vacations at Orange Lake Resort by IHG
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.8 out of 10, Excellent, (2411)
"Great resort love everything about it"
The price is ₹9,621
₹14,707 total
includes taxes & fees
10 Sept - 11 Sept
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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.
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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

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

10/10 Excellent
"Clean, easy parking, large and comfortable room, breakfast very good "
Mariana 5-night trip
Posted 1 day ago
Palazzo Lakeside Hotel
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"The room was outstanding"
terenna Darnell 3-night trip
Posted 6 days ago
Westgate Lakes Resort & Spa Universal Studios Area

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 Garden Theatre.