Winter Garden Vacations from ¥205,762

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.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Formosa Valley Resort by UNE Homes
The Berkley, Orlando
Meliá Orlando Celebration
Parkway International Resort

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
Fully refundableReserve now, pay when you stay
The price is ¥24,828 per night from Feb 12 to Feb 13
¥24,828
¥36,538 total
Feb 12 - Feb 13
includes taxes & fees
8/10 Very Good! (9,021 reviews)
Great service and the place was so clean!! I would stay again. And they upgraded our room from a two-bedroom to a three-bedroom condo!

Reviewed on Feb 5, 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 ¥16,518 per night from Mar 2 to Mar 3
¥16,518
¥18,583 total
Mar 2 - Mar 3
includes taxes & fees
9.2/10 Wonderful! (5,262 reviews)
Yes we enjoyed the stay.

Reviewed on Feb 9, 2026

Home2 Suites by Hilton Orlando at Flamingo Crossings
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 out of 5
631 FLAGLER AVE Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is ¥17,923 per night from Feb 23 to Feb 24
¥17,923
¥20,163 total
Feb 23 - Feb 24
includes taxes & fees
9.4/10 Exceptional! (4,520 reviews)
super clean, great breakfast, great price and surroundings.

Reviewed on Feb 9, 2026

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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.