Winter Garden Vacations

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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
At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary

Oakland

When in Oakland, you can plan a visit to Bella Collina Golf Club and West Orange Trail, some noteworthy sights in the nearby area.

Find hotels in Oakland

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 AED 584 per night from Feb 12 to Feb 13
AED 584
AED 859 total
12 Feb - 13 Feb
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 5 February 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 AED 403 per night from Mar 2 to Mar 3
AED 403
AED 453 total
2 Mar - 3 Mar
includes taxes & fees
9.2/10 Wonderful! (5,262 reviews)
Yes we enjoyed the stay.

Reviewed on 9 February 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 AED 426 per night from Feb 23 to Feb 24
AED 426
AED 479 total
23 Feb - 24 Feb
includes taxes & fees
9.4/10 Exceptional! (4,498 reviews)
Excellent location close to the parks. The room was very clean and nice. We enjoyed the free breakfast every day and it saves a trip looking for something to eat. There’s a plaza next to it with a target and plenty of food to choose from. We did not enjoy the outside amenities this time because the ...

Reviewed on 3 February 2026

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
See all 54,829 properties in Winter Garden
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

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.

Flamingo Crossings Town Center

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.

Disney's Palm Golf Course

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 Magnolia Golf Course

Frequently asked questions

How do I find cheap flights to Winter Garden that have flexible change policies?
When it comes to traveling these days, flexibility is crucial. That's why we have a "No change fee" search function to help you track down cheap, flexible airfares to Winter Garden. It's to the left of your screen directly below the "Flexible change policies" heading.
Which airlines fly to Winter Garden?
When it's time for a well-earned break, these popular carriers will make traveling to Winter Garden a total cinch:

  • Spirit Airlines - 1,929 flights to or near Winter Garden each month, including 1,929 flights to Orlando Intl. Airport (MCO) per month.
  • American Airlines - 1,538 flights to or near Winter Garden each month, including 1,538 flights to Orlando Intl. Airport (MCO) per month.

How can I find cheap tickets to Winter Garden?
In the last seven days, was the lowest price for a flight to Winter Garden. If you want to save even more, book ahead of time and be flexible with your dates. Search for your flight to Winter Garden, then see prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Winter Garden?
If you were journeying one way from (), you could've snapped up a low-cost fare for in the last seven days. Round-trip journeys to Winter Garden ranged from only to during this same period.
What are the most popular airports to fly into in Winter Garden?
Prepare to pack your bags and fly into Orlando Intl. Airport (MCO), Winter Garden's leading flight hub. Lock in a seat on one of the 12,539 flights that land here each month.
When is the cheapest time to fly to Winter Garden?
Jet off earlier in the week to land the best fare to Winter Garden. Tuesday is commonly the most economical day to fly, with Monday right behind it. Saturday often has the most expensive fares. This is because lots of travelers prefer to kick off their trip on a weekend.
How much is a plane ticket to Winter Garden?
In the last seven days, airfares cost between and . Have a look at our fantastic deals to Winter Garden, make a booking and get ready for your next fun vacation!
What months are the cheapest to book a flight to Winter Garden?
February is the perfect month to grab bargain flights to Winter Garden. Bear in mind that the costliest time to make a booking in the States isn't during the peak of summer, but in December.
How long is a flight to Winter Garden?
It could take you a couple of hours or more — it mostly depends on which part of the U.S. You're setting off from. The average flight times for these leading domestic routes to Winter Garden will give you a good idea of what you can expect:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Orlando Intl. Airport (MCO) - 1 hour and 32 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Orlando Intl. Airport (MCO) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to Orlando Intl. Airport (MCO) - 2 hours and 27 minutes