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Discover 38,664 Oakland hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Rosen Shingle Creek
Rosen Shingle Creek
9.4 out of 10, Exceptional, (3994)

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
9.0 out of 10, Wonderful, (366)

Wyndham Garden Orlando Airport
Wyndham Garden Orlando Airport
9.0 out of 10, Wonderful, (3815)

Magic Moment Resort and Kids Club
Magic Moment Resort and Kids Club
8.4 out of 10, Very Good, (2485)

Holiday Inn Orlando International Dr-ICON by IHG
Holiday Inn Orlando International Dr-ICON by IHG
9.0 out of 10, Wonderful, (2177)

Palazzo Lakeside Hotel
Palazzo Lakeside Hotel
8.2 out of 10, Very Good, (5184)
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 and neighborhoods 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
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
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Hotels in top Winter Garden neighborhoods
Hotels near popular Winter Garden Attractions
- Hotels near Walt Disney World® Resort
- Hotels near Universal Studios Florida
- Hotels near Universal Orlando Resort
- Hotels near Disney SpringsTM
- Hotels near Magic Kingdom® Park
- Hotels near Orange County Convention Center
- Hotels near Disney's Animal Kingdom® Theme Park
- Hotels near Epcot®
- Hotels near Disney's Hollywood Studios®
- Hotels near Kia Center
Oakland Hotels by Star Rating
Explore more hotels
- Walt Disney World Dolphin
- CoCo Key Hotel and Water Resort
- Holiday Inn Resort Orlando Suites - Waterpark by IHG
- Westgate Lakes Resort & Spa Universal Studios Area
- Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
- DoubleTree by Hilton Hotel Orlando Downtown
- Drury Plaza Hotel Orlando - Disney Springs Area
- Palazzo Lakeside Hotel
- DoubleTree by Hilton Hotel Orlando at SeaWorld
- Wyndham I-Drive Avanti Resort & Conference Center
- Tru By Hilton Orlando Convention Center Area, FL
- Hilton Vacation Club Mystic Dunes Orlando
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