Winter Garden Hotel Guide. Hotels in Oakland, Winter Garden, United States of America

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Check prices for these dates

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Oakland hotels

Lobby

Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
25.5 km from Oakland
8.8 out of 10, Excellent, (1,006 reviews)
"Room was excellent and the breakfast was very good. Lots of TV channels to choose from as well."
United States
Michael
The price is €126
includes taxes & fees
23 Mar - 24 Mar
Comfort Suites Downtown
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
23.2 km from Oakland
8.2 out of 10, Very good, (4,002 reviews)
"Rooms were clean and staff was friendly. "
United States
Audrey Nou
The price is €134
includes taxes & fees
22 Mar - 23 Mar
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Front of property

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
23.3 km from Oakland
8.8 out of 10, Excellent, (2,812 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
The price is €157
includes taxes & fees
22 Mar - 23 Mar
Wyndham Lake Buena Vista – Disney Springs® Area
Free daily buffet breakfast

Holiday Inn Express Hotel & Suites Ocoee East by IHG

Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5 star property
14.6 km from Oakland
8.4 out of 10, Very good, (1,013 reviews)
"The check in process was easy and friendly "
United States
Luisa
The price is €114
includes taxes & fees
25 Feb - 26 Feb
Holiday Inn Express Hotel & Suites Ocoee East by IHG
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, (5,659 reviews)
"Great hotel!"
United States
BARRY
The price is €170
includes taxes & fees
17 Mar - 18 Mar
Drury Plaza Hotel Orlando - Disney Springs Area
Lobby sitting area

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
4.0 star property
26.5 km from Oakland
9.0 out of 10, Wonderful, (1,283 reviews)
"Nice hotel, nice location, friendly staff, great price! "
United States
Latoya
The price is €137
includes taxes & fees
8 Mar - 9 Mar
Hilton Orlando/Altamonte Springs
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, (1,009 reviews)
"Room was nice clean Great staff "
United States
John
The price is €137
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Orlando Downtown
Terrace/patio

The Delaney Hotel

The Delaney Hotel
3.5 star property
25.3 km from Oakland
9.6 out of 10, Exceptional, (1,064 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel
Exterior

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
19.3 km from Oakland
9.6 out of 10, Exceptional, (2,014 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is €137
includes taxes & fees
4 Mar - 5 Mar
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Exterior

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
19.3 km from Oakland
9.2 out of 10, Wonderful, (5,283 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is €109
includes taxes & fees
4 Mar - 5 Mar
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
19.3 km from Oakland
9.4 out of 10, Exceptional, (2,282 reviews)
"Great place to stay "
United States
ALTON
The price is €124
includes taxes & fees
4 Mar - 5 Mar
Homewood Suites by Hilton Orlando at Flamingo Crossings
Restaurant

Staybridge Suites Orlando at SeaWorld by IHG

Staybridge Suites Orlando at SeaWorld by IHG
3.0 star property
22.8 km from Oakland
9.2 out of 10, Wonderful, (547 reviews)
"Th hotel was clean and location was close to food, amusement parks"
United States
Dianne
The price is €106
includes taxes & fees
23 Mar - 24 Mar
Staybridge Suites Orlando at SeaWorld by IHG
Free daily buffet breakfast

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
19.3 km from Oakland
9.4 out of 10, Exceptional, (4,553 reviews)
"Amazing room and great breakfasts for the price "
United States
Christian
The price is €119
includes taxes & fees
4 Mar - 5 Mar
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2 outdoor pools, pool umbrellas, pool loungers

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
22.8 km from Oakland
8.8 out of 10, Excellent, (4,099 reviews)
"Amazing staff, room was spacious and clean. "
United States
Eduardo
The price is €133
includes taxes & fees
10 Mar - 11 Mar
Hilton Vacation Club Aqua Sol Orlando West
Outdoor wedding area

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
26.5 km from Oakland
8.6 out of 10, Excellent, (1,582 reviews)
"Would definitely stay here again"
United States
Brad
The price is €120
includes taxes & fees
23 Mar - 24 Mar
Meliá Orlando Celebration
Lobby lounge

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
22.5 km from Oakland
8.8 out of 10, Excellent, (1,967 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is €95
includes taxes & fees
24 Feb - 25 Feb
Aloft Orlando Lake Buena Vista
Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
25.2 km from Oakland
9.4 out of 10, Exceptional, (1,477 reviews)
"Always a great stay. We love this location and resort after 9 years in a row."
United States
Jeannette
The price is €150
includes taxes & fees
6 Mar - 7 Mar
Hilton Vacation Club Grand Beach Orlando
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
23.1 km from Oakland
8.4 out of 10, Very good, (1,171 reviews)
"Good breakfast Nice rooms"
United States
Terrence
The price is €97
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Outdoor pool

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
20.3 km from Oakland
9.2 out of 10, Wonderful, (2,072 reviews)
"Excellent stay. Clean rooms great amenities and perfect location for visiting Orlando."
United States
Sakinah
The price is €93
includes taxes & fees
5 Mar - 6 Mar
Element Orlando Universal Blvd.
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, (2,644 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is €69
includes taxes & fees
18 Mar - 19 Mar
Days Inn by Wyndham Orlando Conv. Center/International Dr
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.

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

B&B Hotel Orlando International Drive Near Universal

B&B Hotel Orlando International Drive Near Universal

10/10 Excellent
"10/10 stay. The rooms are sooooooooooooooooo freaking nice. Top notch. Would stay again for sure, and the bathrooms are beautifully done: the room and bathroom were both beyond spacious. I was so surprised. "
Kyle 1-night trip
Posted 12 hours ago
B&B Hotel Orlando International Drive Near Universal

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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