
Find hotels in Oakland, Winter Garden
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Oakland hotels

Oakland Manor House
Oakland Manor HouseOakland
The price is ¥90,238
¥148,979 total
includes taxes & fees
Jun 15 - Jun 16

Palazzo Lakeside Hotel
Palazzo Lakeside Hotel28.9 km from Oakland
8.2 out of 10, Very Good, (5,180 reviews)
The price is ¥5,347
¥11,491 total
includes taxes & fees
Jun 10 - Jun 11

Orlando Palms Hotel
Orlando Palms Hotel25.8 km from Oakland
7.8 out of 10, Good, (2,884 reviews)
The price is ¥6,636
¥9,367 total
includes taxes & fees
Jun 28 - Jun 29

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham28.3 km from Oakland
8.4 out of 10, Very Good, (3,147 reviews)
The price is ¥5,734
¥11,930 total
includes taxes & fees
Jun 3 - Jun 4

Wyndham Garden Orlando Airport
Wyndham Garden Orlando Airport29.9 km from Oakland
9.0 out of 10, Wonderful, (4,064 reviews)
The price is ¥12,614
¥14,191 total
includes taxes & fees
Jun 3 - Jun 4

DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando19.2 km from Oakland
8.6 out of 10, Excellent, (6,943 reviews)
The price is ¥16,110
¥18,125 total
includes taxes & fees
Jul 1 - Jul 2

Club Sevilla
Club Sevilla31.2 km from Oakland
9.0 out of 10, Wonderful, (1,003 reviews)
The price is ¥8,601
¥10,590 total
includes taxes & fees
Jun 3 - Jun 4

Holiday Inn Express Orlando International Airport by IHG
Holiday Inn Express Orlando International Airport by IHG31.3 km from Oakland
9.0 out of 10, Wonderful, (2,031 reviews)
The price is ¥14,049
¥15,806 total
includes taxes & fees
Jul 1 - Jul 2

Rosen Shingle Creek
Rosen Shingle Creek24.2 km from Oakland
9.4 out of 10, Exceptional, (4,880 reviews)
The price is ¥18,734
¥21,076 total
includes taxes & fees
Jun 7 - Jun 8

avid hotel Orlando International Airport by IHG
avid hotel Orlando International Airport by IHG31.5 km from Oakland
9.2 out of 10, Wonderful, (2,212 reviews)
The price is ¥14,688
¥16,524 total
includes taxes & fees
Jun 29 - Jun 30

Clarion Inn Orlando International Drive - ICON Park
Clarion Inn Orlando International Drive - ICON Park20 km from Oakland
6.6 out of 10, (3,104 reviews)
The price is ¥8,262
¥10,724 total
includes taxes & fees
Jun 15 - Jun 16

Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway25.2 km from Oakland
8.0 out of 10, Very Good, (3,861 reviews)
The price is ¥8,473
¥12,870 total
includes taxes & fees
Jul 1 - Jul 2

SPOT X Hotel Orlando/Intl Dr by The Red Collection
SPOT X Hotel Orlando/Intl Dr by The Red Collection23.3 km from Oakland
8.6 out of 10, Excellent, (3,397 reviews)
The price is ¥9,562
¥13,622 total
includes taxes & fees
Jul 1 - Jul 2

Seasons Florida Resort
Seasons Florida Resort30.2 km from Oakland
9.0 out of 10, Wonderful, (3,610 reviews)
The price is ¥9,353
¥10,616 total
includes taxes & fees
Jun 17 - Jun 18

Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort18.5 km from Oakland
9.0 out of 10, Wonderful, (6,894 reviews)
The price is ¥23,948
¥26,941 total
includes taxes & fees
Jun 7 - Jun 8

The Adventure Hotel by the parks
The Adventure Hotel by the parks24.5 km from Oakland
7.2 out of 10, Good, (2,461 reviews)
The price is ¥6,090
¥10,096 total
includes taxes & fees
Jun 3 - Jun 4

Cambria Hotel Orlando Airport
Cambria Hotel Orlando Airport31.4 km from Oakland
8.8 out of 10, Excellent, (1,913 reviews)
The price is ¥14,792
¥16,640 total
includes taxes & fees
Jun 29 - Jun 30

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center19.3 km from Oakland
9.4 out of 10, Exceptional, (4,885 reviews)
The price is ¥16,125
¥18,140 total
includes taxes & fees
Jun 15 - Jun 16

Wyndham Garden Lake Buena Vista – Disney Springs® Area
Wyndham Garden Lake Buena Vista – Disney Springs® Area23.2 km from Oakland
8.2 out of 10, Very Good, (4,129 reviews)
The price is ¥14,143
¥22,360 total
includes taxes & fees
Jun 4 - Jun 5

Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks24.9 km from Oakland
9.4 out of 10, Exceptional, (4,254 reviews)
The price is ¥7,835
¥15,942 total
includes taxes & fees
Jun 22 - Jun 23
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.
Where to stay in Oakland
Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Learn more about Oakland
Horizon West
While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

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.

Photo by Shannon Maya
Open Photo by Shannon Maya
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

Kompose Boutique Resort at Theme Parks
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Guest Houses in Disney's Boardwalk
- Clermont Hotels
- Hotels near Orlando International Premium Outlets
- Hotels near Flamingo Crossings Town Center
- Hotels near Universal CityWalk
- Condo Resorts in Orlando
- Riads in Winter Garden
- Inns in Lake Buena Vista
- Hotels near Magic Kingdom® Park
- Residences in Winter Garden
- Pet-Friendly Hotels in Central Florida
- Waterpark Hotels in Florida Center
- Hotels with a Pool in Bay Lake
- Hostels in Orlando
- Adults Only Resorts & in Orange Lake
- Hotels with Free Parking in Florida Center
- Hotels near Orange County National Golf Club
- Hotels near Disney's Oak Trail Golf Course
- All-Inclusive Hotel Hotels in Lake Buena Vista
- Casino Hotels in Orlando
- Hotels near Universal Orlando Resort
- All-Inclusive Hotel Hotels in Vacation Village
- Bay Hill Hotels
- Scuba Diving Hotels in Central Florida
- Resorts & Hotels with Spas in Lake Buena Vista
- All-Inclusive Hotel Hotels in Golden Oak
- Farmstay in Disney's Boardwalk
- Cheap Hotels in Apopka
- Guest Houses in Lake Buena Vista
- Rv Parks in Four Corners
- Aparthotels in Lake Buena Vista
- Adventure Hotels in Bay Lake
- Town Houses in Winter Garden
- Hotels with Bars in Sunrise Lakes
- Pet-Friendly Hotels in Southwest Orlando
- Hotels with Hot Tubs in Orlando
- Hotels near Universal’s Volcano Bay
- Hotels near Universal Studios Florida
- Luxury Hotels in Disney's Boardwalk
- Holiday Park Resorts in Lake Buena Vista
- Inns in Minneola
- Hostels in Southwest Orlando
- Lodges in Disney's Boardwalk
- Aparthotels in Northwest Orlando
- Luxury Hotels in Bay Hill
- B&B in Disney's Boardwalk
- Shopping Hotels in Disney's Maingate East
- Cheap Hotels in Catalina
- Hotels near Walt Disney World® Resort
- Town Houses in Orlando
- Hotels near Bella Collina Golf Club
- B&B in Winter Garden
- Holiday Park Resorts in Winter Garden
- Hotels near ICON Park
- Hotels near Disney's Animal Kingdom® Theme Park
- Scuba Diving Hotels in Florida Center
- Waterpark Hotels in Central Florida
- Resorts & Hotels with Spas in Greater Groves
- Hotels near Disney's Magnolia Golf Course
- Scuba Diving Hotels in Orlando
- Hotels near Fun Spot America
- Resorts in Winter Garden
- Apopka Hotels
- Windermere Hotels
- Shopping Hotels in Lake Buena Vista
- Hotels near University of Central Florida Valencia West
- Riads in Lake Buena Vista
- Motels in Lake Buena Vista
- Resorts in Lake Buena Vista
- Luxury Hotels in Orange County
- Aparthotels in Winter Garden
- Holiday Park Resorts in Disney's Boardwalk
- Cabin Rentals in Disney's Boardwalk
- Resorts in Southwest Orlando
- Apartments in Lake Buena Vista
- Hotels with Bars in Bay Lake
- Hotels near Universal’s Islands of Adventure
- Hotels near The Wizarding World of Harry PotterTM
- Bay Lake Hotels
- All-Inclusive Hotel Hotels in Florida Center
- Winter Garden Hotels
- Killarney Hotels
- Hotels near Arnold Palmer's Bay Hill Golf Club
- Hotels near Grand Cypress Golf Club
- Hotels with a Pool in Florida Center
- Hotels near Orlando Outlet Marketplace
- Luxury Hotels in Bay Lake
- Hotels near CoCo Key Water Resort
- Chalets in Lake Buena Vista North
- Hotels with a Pool in Disney's Boardwalk
- Cheap Hotels in Lake Buena Vista
- B&B in Lake Buena Vista
- Hostels in Disney's Boardwalk







































































