Popular places to visit
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.
Disney's Palm Golf Course
Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Disney's Magnolia Golf Course
Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.
Orange County National Golf Club
Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.
AdventHealth Winter Garden
Though AdventHealth Winter Garden might be what brings you to town, perhaps you'll have a chance to explore more of Winter Garden while you are here.
Surfari Water Park
Enjoy a fun-filled day at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,247
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
￥36,505
per traveler
86% of travellers recommend
Universal Orlando Resort Theme Park Tickets
￥26,927
per adult
78% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
￥30,238
per adult
Oakland Hotel Deals
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive Orlando FL
The price is ￥10,943 per night from Jan 4 to Jan 5
￥10,943
￥16,749 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (6,276 reviews)
Very nice
Reviewed on Dec 15, 2025
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥20,695 per night from Jan 20 to Jan 21
￥20,695
￥23,281 total
Jan 20 - Jan 21, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
8.8/10 Excellent! (5,748 reviews)
Excellent
Reviewed on Dec 15, 2025
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
The price is ￥9,203 per night from Dec 21 to Dec 22
￥9,203
￥13,548 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
7.2/10 Good! (3,916 reviews)
Everything
Reviewed on Dec 16, 2025
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
The price is ￥12,602 per night from Dec 21 to Dec 22
￥12,602
￥14,177 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (5,422 reviews)
Good hotel
Reviewed on Dec 16, 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
The price is ￥15,183 per night from Jan 15 to Jan 16
￥15,183
￥17,081 total
Jan 15 - Jan 16, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,888 reviews)
Room and property was very clean. The only down fall was no complimentary breakfast
Reviewed on Dec 19, 2025
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is ￥17,542 per night from Jan 11 to Jan 12
￥17,542
￥19,734 total
Jan 11 - Jan 12, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,128 reviews)
Best for family, very clean spacious rooms and well lite parking
Reviewed on Dec 19, 2025
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.
Other neighborhoods around Oakland
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.
Downtown Winter Garden
While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.
Oakland, FL
Explore a world of travel with Expedia
- Hotels near Pointe Orlando
- Aparthotels in Lake Buena Vista
- Hotels near Sleuth's Mystery Dinner Show
- Hotels near Magic Kingdom® Park
- Oakland Hotels
- Hotels near Orange County National Golf Club
- Hotels near ICON Park
- Residences in Winter Garden
- Hotels near Wekiwa Springs State Park
- Windermere Hotels
- Hotels near Bella Collina Golf Club
- Adults Only Resorts & in Orange Lake
- Hotels near Orlando Outlet Marketplace
- Cabin Rentals in Disney's Boardwalk
- Hotels near University of Central Florida Valencia West
- Hotels near Universal Studios Florida
- Hotels near Universal’s Volcano Bay
- Inns in Minneola
- Pet-Friendly Hotels in Southwest Orlando
- Condo Resorts in Disney's Boardwalk
- Hotels near Universal CityWalk
- Bay Hill Hotels
- All-Inclusive Hotel Hotels in Golden Oak
- Hotels near Mission Inn Golf Resort - El Campeon
- Hotels near Grand Cypress Golf Club
- Hotels near Orange County Convention Center
- Hotels near Aquatica
- Hotels near Disney's Blizzard Beach Water Park
- Killarney Hotels
- Hotels near Orlando Vineland Premium Outlets
- Motels in Lake Buena Vista
- Resorts in Southwest Orlando
- Resorts in Disney's Boardwalk
- Luxury Hotels in Bay Lake
- Luxury Hotels in Disney's Boardwalk
- All-Inclusive Hotel Hotels in Florida Center
- Resorts & Hotels with Spas in Greater Groves
- Cheap Hotels in Lake Buena Vista
- Hotels near Disney's Magnolia Golf Course
- Riads in Lake Buena Vista
- Hotels near Orlando International Premium Outlets
- Resorts & Hotels with Spas in Lake Buena Vista
- B&B in Lake Buena Vista
- Hotels near Universal’s Islands of Adventure
- Hotels near Arnold Palmer's Bay Hill Golf Club
- Hostels in Southwest Orlando
- Hotels near Walt Disney World® Resort
- Chalets in Lake Buena Vista North
- Hotels near CoCo Key Water Resort
- Cheap Hotels in Disney's Boardwalk
- Cheap Hotels in Apopka
- Cheap Hotels in Catalina
- B&B in Winter Garden
- Waterpark Hotels in Florida Center
- Hotels with Bars in Bay Lake
- Hotels near Camping World Stadium
- Aparthotels in Winter Garden
- Bay Lake Hotels
- B&B in Disney's Boardwalk
- Clermont Hotels
- Aparthotels in Northwest Orlando
- Hotels near The Wizarding World of Harry PotterTM
- Hotels near Disney's Oak Trail Golf Course
- Guest Houses in Disney's Boardwalk
- Golden Oak Hotels
- Resorts in Lake Buena Vista
- Hotels with a Pool in Florida Center
- Apopka Hotels
- Hotels near Universal Orlando Resort
- Hotels with a Pool in Disney's Boardwalk
- Catalina Hotels
- Resorts in Winter Garden
- Holiday Park Resorts in Lake Buena Vista
- Apartments in Lake Buena Vista
- Town Houses in Winter Garden
- Adventure Hotels in Bay Lake
- Hotels near Wonderworks
- Holiday Park Resorts in Winter Garden
- All-Inclusive Hotel Hotels in Vacation Village
- Scuba Diving Hotels in Florida Center
- Riads in Winter Garden
- Hotels near Fun Spot America
- All-Inclusive Hotel Hotels in Lake Buena Vista
- Shopping Hotels in Lake Buena Vista
- Hotels with Free Parking in Florida Center
- Winter Garden Hotels
- Luxury Hotels in Bay Hill
- Hotels with a Pool in Bay Lake
- Hotels near Disney's Animal Kingdom® Theme Park
- Lake Buena Vista Hotels
- Hotels near Flamingo Crossings Town Center
- Inns in Lake Buena Vista
- New Malibu Hotels
- Guest Houses in Lake Buena Vista
