Oakland Hotels, Winter Garden

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Check prices for these dates

Tonight
19 Feb - 20 Feb
Tomorrow
20 Feb - 21 Feb
This weekend
20 Feb - 22 Feb
Next weekend
27 Feb - 1 Mar

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Our top choices for Oakland hotels

Exterior

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
25.2 km from Oakland
8.0 out of 10, Very good, (3,921 reviews)
"Great location and friendly staff"
United States
Dana
The price is NZ$94
includes taxes & fees
22 Feb - 23 Feb
Ramada by Wyndham Kissimmee Gateway
Lobby

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
28.9 km from Oakland
8.2 out of 10, Very good, (5,156 reviews)
"Great staff and excellent location "
United States
bruce
The price is NZ$214
includes taxes & fees
28 Feb - 1 Mar
Palazzo Lakeside Hotel
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
24.2 km from Oakland
9.4 out of 10, Exceptional, (4,551 reviews)
"Great service and hotel!"
United States
Steven
The price is NZ$226
includes taxes & fees
6 Mar - 7 Mar
Rosen Shingle Creek
Lobby

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
25.8 km from Oakland
7.6 out of 10, Good, (2,375 reviews)
"Love this place "
United States
Lisa
The price is NZ$183
includes taxes & fees
22 Mar - 23 Mar
Orlando Palms Hotel
Fitness facility

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
29.9 km from Oakland
9.0 out of 10, Wonderful, (4,095 reviews)
"Very clean, friendly staff & close to the airport easy travel "
United States
Justin Paul
The price is NZ$237
includes taxes & fees
2 Mar - 3 Mar
Wyndham Garden Orlando Airport
Reception

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
28.3 km from Oakland
8.4 out of 10, Very good, (2,924 reviews)
"Staff was very friendly . "
United States
Keshia
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
View from room

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
22.9 km from Oakland
8.6 out of 10, Excellent, (5,627 reviews)
"Room was clean and beds were very comfortable."
United States
RONALD
The price is NZ$158
includes taxes & fees
22 Feb - 23 Feb
Rosen Inn Lake Buena Vista
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
23.1 km from Oakland
9.8 out of 10, Exceptional, (5,641 reviews)
"Great hotel!"
United States
BARRY
The price is NZ$332
includes taxes & fees
19 Mar - 20 Mar
Drury Plaza Hotel Orlando - Disney Springs Area
Terrace/patio

Orlando International Drive North Hotel

Orlando International Drive North Hotel
3.0 star property
19.6 km from Oakland
7.2 out of 10, Good, (2,874 reviews)
"Hotel was great"
United States
Miguel A.
Orlando International Drive North Hotel
Exterior

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
22.3 km from Oakland
8.2 out of 10, Very good, (2,629 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is NZ$132
includes taxes & fees
18 Mar - 19 Mar
Days Inn by Wyndham Orlando Conv. Center/International Dr
Exterior

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
31.3 km from Oakland
9.0 out of 10, Wonderful, (1,944 reviews)
"Clean, nice rooms , easy shuttle… perfect for what was needed!"
United States
Veronika
The price is NZ$255
includes taxes & fees
23 Feb - 24 Feb
Holiday Inn Express Orlando International Airport by IHG
Reception

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
30.2 km from Oakland
9.0 out of 10, Wonderful, (3,424 reviews)
"Great stay for the price"
United States
David
The price is NZ$108
includes taxes & fees
10 Mar - 11 Mar
Seasons Florida Resort
Exterior

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
26 km from Oakland
9.2 out of 10, Wonderful, (4,766 reviews)
"Great resort "
United States
Samuel
The price is NZ$466
includes taxes & fees
7 Mar - 8 Mar
Caribe Royale Orlando
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
18.5 km from Oakland
9.0 out of 10, Wonderful, (6,366 reviews)
"Great spot for families."
United States
Lyndon
The price is NZ$247
includes taxes & fees
19 Mar - 20 Mar
Universal's Cabana Bay Beach Resort
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
24.9 km from Oakland
9.4 out of 10, Exceptional, (2,765 reviews)
"amazing place to stay"
United States
caleb
The price is NZ$175
includes taxes & fees
1 Mar - 2 Mar
Kompose Boutique Resort at Theme Parks
Lobby

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
31.4 km from Oakland
8.8 out of 10, Excellent, (1,942 reviews)
"Great hotel amazing staff "
United States
Gloria
The price is NZ$227
includes taxes & fees
23 Feb - 24 Feb
Cambria Hotel Orlando Airport
Exterior

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
25 km from Oakland
9.6 out of 10, Exceptional, (1,002 reviews)
"Room was nice clean Great staff "
United States
John
The price is NZ$271
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Orlando Downtown
Outdoor pool, a heated pool, pool umbrellas, pool loungers

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
24 km from Oakland
8.4 out of 10, Very good, (3,768 reviews)
"Very nice staff ,clean rooms"
United States
Luis
The price is NZ$176
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
31.5 km from Oakland
9.2 out of 10, Wonderful, (2,159 reviews)
"Great quick stay for a good value!"
United States
Pamela
The price is NZ$192
includes taxes & fees
10 Mar - 11 Mar
avid hotel Orlando International Airport by IHG
Courtyard

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
19.2 km from Oakland
8.4 out of 10, Very good, (6,893 reviews)
"Very nice hotel"
Canada
XIAOLAN
The price is NZ$246
includes taxes & fees
25 Feb - 26 Feb
DoubleTree by Hilton at the Entrance to Universal 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.
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Our guide on where to stay in Oakland

Find the best Oakland areas for the activities you enjoy most.

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

Orange sunset over distant hills on Lake Apopka near Orlando, Florida.

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.

Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia
Photo by Shannon Maya
Open Photo by Shannon Maya

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.

Panoramic view of Lake Apopka and nature Florida.

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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Great"
Melissa 2-night trip
Posted 8 hours ago
Rosen Inn at Pointe Orlando

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.

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