Winter Garden Holidays from AU$1,887
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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.
Meliá Orlando Celebration
AU$1,887
per person
11 Nov - 18 Nov
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
8.8/10 Excellent! (1,633 reviews)
The check in process is confusing and unnecessary. The app lets you check in and tells you to scan the QR code on arrival for the key cards. When you arrive to scan the code, there are 2 guest agents there who tell you to go over to the desk. Basically do the check in process again. Just seems like a big circle that could be streamlined. The only other negative, is that the rooms are sound proof but the entry door is NOT. You can hear everyone and everything in the hallway. Now for the positives — I mentioned it was our anniversary with our reservation, and they set up the sweetest display in our room. It was a great added touch. The food at The Wilson is so, so good. The bed was comfy and the toiletries smelled great.
Reviewed on 9 Oct 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
AU$2,706
per person
11 Nov - 18 Nov
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The property was conveniently located by plenty of food options, activities and near all theme parks such as Disney seaworld and universal. Plenty of parking and the staff were amazing.
Reviewed on 7 Oct 2026
Lake Buena Vista Resort Village & Spa
AU$2,257
per person
11 Nov - 18 Nov
found 1 day ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
8.4/10 Very good! (10,597 reviews)
Great location and facilities when traveling with the family. The only 2 recommendations are: to do a better dust control in the rooms with curtains, fans and the nightstands lamp shades and replace the king bed mattress.
Reviewed on 9 Oct 2026
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
Oakland
Oakland might not have many top sights, but Garden Theatre and West Orange Trail are two attractions nearby that you can check out.
Downtown Winter Garden
3 out of top 10 points of interest in this area
If you're spending some time in Downtown Winter Garden, Garden Theatre and Winter Garden Heritage Museum are top sights worth seeing.
Killarney
While visiting Killarney, you might make a stop by sights like Oakland Nature Preserve and Johns Lake.
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
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
AU$353
10 Nov - 11 Nov
includes taxes & fees
8/10 Very good! (10,908 reviews)
"The property and room were beautiful and well maintained. The kids had a great time. So much for them to do. The pools are amazing."
Reviewed on 10 Oct 2026
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
AU$122
28 Oct - 29 Oct
includes taxes & fees
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave Winter Garden FL
Fully refundableReserve now, pay when you stay
AU$157
20 Oct - 21 Oct
includes taxes & fees
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.
Stay near popular Winter Garden attractions
Flamingo Crossings Town Center
8.6/10 (131 reviews)
This convenient retail hub at Disney World's western gateway offers diverse shopping and dining options. Explore Target, Walgreens, and restaurants in a pedestrian-friendly environment perfect for a theme park break.
Disney's Palm Golf Course
8.4/10 (457 reviews)
This championship course winds through Florida woodlands with shimmering lakes and tropical sands. Enjoy complimentary range balls before navigating the Arnold Palmer-redesigned fairways and strategic water hazards.
Disney's Magnolia Golf Course
8.4/10 (552 reviews)
This championship course stretches through scenic magnolia trees with challenging water hazards on 11 holes. Enjoy Walt Disney-themed hole names and inspiring quotes while navigating the recently reimagined greens.
Orange County National Golf Club
8.4/10 (647 reviews)
Orange County National offers two championship courses with rolling fairways and elevation changes. Test your skills on the meticulously maintained greens or practice at the massive 42-acre circular driving range.
Surfari Water Park
9.0/10 (2,086 reviews)
Ride the waves on a dual FlowRider surf simulator or float along the 695-foot lazy river at this tropical oasis. Reserve a private cabana for a luxurious day of family fun at The Grove Resort.
West Orange Trail
8.4/10 (337 reviews)
This 22-mile paved trail winds through historic Winter Garden and natural Florida landscapes. Perfect for cyclists and walkers with charming city centre cafés and peaceful picnic spots along this scenic former railway corridor.
Garden Theatre
8.4/10 (219 reviews)
Enjoy a show at Garden Theatre, a theatre with a story to tell in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Disney's Oak Trail Golf Course
8.4/10 (377 reviews)
This 9-hole walking course doubles as a certified Audubon Wildlife Sanctuary within Walt Disney World. Enjoy a leisurely round on rolling greens while spotting diverse Florida wildlife along the scenic fairways.
What to do in Winter Garden
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
AU$43
per adult
92% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
AU$187
per adult
Frequently asked questions
How much does a Winter Garden holiday package cost?
Offering great value package deals from AU$1,887 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?
- 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.
- 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.
- 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.
- 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.
