Winter Garden Vacations from ￥91,968
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The Latest Winter Garden Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Price was ￥134,500, price is now ￥91,968 per person
￥91,968
per person
Dec 22 - Dec 27
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,406 reviews)
5 minutes walk to Disney Springs on a covered walkway, clean and staff was very friendly. Really convenient and comfortable.
Reviewed on Nov 10, 2025
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Save 100% on your flight
Price was ￥256,845, price is now ￥144,497 per person
￥144,497
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Not crowded had the run of the place
Reviewed on Oct 26, 2025
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was ￥320,454, price is now ￥185,922 per person
￥185,922
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (1,037 reviews)
Great place to stay and great location everything is close by.
Reviewed on Nov 10, 2025
The Delaney Hotel
South Orange
Save 100% on your flight
Price was ￥158,354, price is now ￥94,090 per person
￥94,090
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (1,019 reviews)
Yes, great experience! Will book again.
Reviewed on Nov 11, 2025
Conrad Orlando at Evermore
Save 100% on your flight
Price was ￥343,810, price is now ￥206,452 per person
￥206,452
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
9.6/10 Exceptional! (301 reviews)
Our first time there as a staycation and we technically live 20 minutes away. Service was impeccable. The rooms were clean. The whole outdoor area of the bars, pool, and beach or pristine. The staff at all the restaurants were amazing. Food was fantastic. Custom cocktails at Cieba were out of this world. This is a fantastic getaway./we’re out of this world. This is a fantastic getaway/staycation. Worth every penny.
Reviewed on Nov 7, 2025
Where to stay in Winter Garden
Find the best Winter Garden areas and neighborhoods for the activities you enjoy most. Learn more about Winter Garden
Horizon West
1 out of top 10 points of interest in this area
While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.
Find the Best Winter Garden Vacation Packages
Winter Garden Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is ￥25,314 per night from Dec 2 to Dec 3
￥25,314
￥35,382 total
Dec 2 - Dec 3
includes taxes & fees
7.8/10 Good! (8,719 reviews)
We enjoy our stay every single time at the grove!
Reviewed on Nov 10, 2025
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is ￥15,833 per night from Dec 9 to Dec 10
￥15,833
￥17,813 total
Dec 9 - Dec 10
includes taxes & fees
9.2/10 Wonderful! (4,874 reviews)
The rooms were clean and the staff was amazing
Reviewed on Nov 7, 2025
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is ￥17,183 per night from Dec 2 to Dec 3
￥17,183
￥19,331 total
Dec 2 - Dec 3
includes taxes & fees
9.4/10 Exceptional! (4,183 reviews)
Breakfast fresh everyday and everything was cleaned
Reviewed on Nov 9, 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.
Discover the most popular places to visit in Winter Garden
Disney's Magnolia Golf Course
4/5(6 reviews)
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.
Disney's Palm Golf Course
5/5(1 review)
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.
Resurrection Catholic Church
5/5(1 review)
After visiting Resurrection Catholic Church, make a plan to see the other sights and activities in Winter Garden. Amble around this family-friendly area's seaside, or seek out the adventure tours.
What to do in Winter Garden
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
￥4,161
per adult
90% of travellers recommend
Universal Orlando Resort Express Passes
￥24,387
per traveler
86% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
