Winter Garden Vacations from ¥420,900

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ¥45,448 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Winter Garden Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Blue Tree Resort in Lake Buena Vista
Magic Village Yards, Trademark Collection by Wyndham

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

Find the Best Winter Garden Vacation Packages

Winter Garden Hotel Deals

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is ¥30,299 per night from Apr 12 to Apr 13
¥30,299
¥42,923 total
Apr 12 - Apr 13
includes taxes & fees
8/10 Very Good! (9,316 reviews)
Alex was a great waiter an we checked in early. Condo was clean and property was beautiful

Reviewed on Mar 29, 2026

The Grove Resort & Water Park Orlando
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is ¥17,089 per night from Apr 28 to Apr 29
¥17,089
¥19,225 total
Apr 28 - Apr 29
includes taxes & fees
9.2/10 Wonderful! (5,351 reviews)
Was good

Reviewed on Mar 29, 2026

Home2 Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
411 Flagler Ave Winter Garden FL
The price is ¥20,244 per night from Apr 28 to Apr 29
¥20,244
¥22,775 total
Apr 28 - Apr 29
includes taxes & fees
9.4/10 Exceptional! (2,312 reviews)
Overall, the stay was good. The rooms were super clean and very spacious, which made it really comfortable. Breakfast was delicious with plenty of options, but it was very crowded—finding a table was difficult, and the waffle line was especially long. I did try to grab some cereal for my toddler ...

Reviewed on Mar 28, 2026

Homewood Suites by Hilton Orlando at Flamingo Crossings
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

What to do in Winter Garden

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.