Winter Garden Holidays from AU$1,944

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Your Winter Garden Holiday

Come and experience this fascinating city for yourself with a Winter Garden holiday package. Consider staying in the neighbourhood of Lake Buena Vista North, which is good for shopping and dining, and your time here is sure to be unforgettable. Fill your itinerary with tours of West Orange Trail, Resurrection Catholic Church and Oakland Nature Preserve, some of the things you shouldn't miss during a trip to Winter Garden. A couple of clicks is all it takes to build a tailored Winter Garden holiday on Expedia.

The Latest Winter Garden Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
Bay Lake
per person
16 Sept - 18 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9.4/10 Exceptional! (4,214 reviews)
Excellent location and beautiful area. Staff are exceptional!!

Reviewed on 25 Jul. 2025

Walt Disney World Swan Reserve

Walt Disney World Swan Reserve

4 out of 5
Bay Lake
per person
16 Sept - 18 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9.2/10 Wonderful! (757 reviews)
Highly recommend hand down!

Reviewed on 25 Jul. 2025

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

5 out of 5
Golden Oak
per person
16 Sept - 18 Sept
found 1 day ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9.6/10 Exceptional! (855 reviews)
Friendly staffs, awesome pools, great restaurant, will definitely visit again!

Reviewed on 16 Jul. 2025

Our guide on 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
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Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.

Find hotels in Vista del Lago

Winter Garden Holiday

Winter Garden Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
40,400
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Walt Disney World® Resort, Universal Orlando Resort and Magic Kingdom® Park

Our pick of the best Winter Garden Hotel Deals

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 AU$187 per night from 10 Aug to 11 Aug
AU$187
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (4,324 reviews)
"Very nice rooms, breakfasts vary frequently, area for my pets, everything very clean and a very pleasant aroma. I would definitely stay there again."

Reviewed on 24 Jul. 2025

Home2 Suites by Hilton Orlando at Flamingo Crossings
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 AU$323 per night from 27 July to 28 July
AU$323
27 July - 28 July
includes taxes & fees
7.8/10 Good! (8,191 reviews)
"Parking a bit confusing to where your room may be until you get it but other than that 10/10 For me will be returning!!"

Reviewed on 25 Jul. 2025

The Grove Resort & Water Park Orlando
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 AU$159 per night from 10 Aug to 11 Aug
AU$159
10 Aug - 11 Aug
includes taxes & fees
9.4/10 Exceptional! (3,518 reviews)
"Perfect"

Reviewed on 24 Jul. 2025

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
See all 54,225 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Discover the most popular places to visit in Winter Garden

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 Palm Golf Course

What to do in Winter Garden

2014_AQ_KatasKookaburraCove_D4D_0772.jpg

Aquatica Orlando

AU$82
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$129
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Indoor Karting

Andretti Indoor Karting & Games in Orlando

AU$47
per adult
80% of travellers recommend
Andretti Indoor Karting & Games in Orlando
See all activities in Winter Garden

Frequently asked questions

How much does a Winter Garden holiday package cost?
Offering great value package deals from AU$1,944 on Expedia, you'll be thrilled with how little a holiday to Winter Garden costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Winter Garden?
If you're hoping to snag a cheap Winter Garden holiday package, consider visiting in February, September and October. You'll typically find lower prices on hotels and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Winter Garden?
When planning your Winter Garden holiday, a handful of days will be enough to tour the top spots. Make sure to stop by Carter Family Bowl — it's one of the most popular attractions in this destination. If you're looking for more activities, consider basing yourself here and heading off on some day tours from Winter Garden.
Is it worth booking a holiday package to Winter Garden?
Well known for its cycling, markets and shopping, a Winter Garden holiday is a hit with all types of travellers. Be sure to check out leading sights like Resurrection Catholic Church and West Orange Trail, and consider renting a car for day trips to explore even more.
How to find the best Winter Garden package deals?
Landing a cheap Winter Garden package deal is a cinch with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply some filters and browse what's available. You can customise your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Winter Garden package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Winter Garden holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking accommodation and flights separately. Better still, you can tailor your Winter Garden escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Winter Garden?
If you've got your Winter Garden holiday dates locked in, book as soon as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Winter Garden?

  1. Choose when to get away: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to holiday in Winter Garden.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodation will likely be the largest expense during your trip to Winter Garden.
  3. Decide your trip length: Think about how much time you want to spend exploring Winter Garden. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Winter Garden holiday package that brings all your bookings together.

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