Winter Garden Holidays from AU$704

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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.
The Fold Hotels Orlando

The Fold Hotels Orlando

2 out of 5
Save 100% on your flight
per person
7 Oct - 11 Oct
found 1 day ago
Return direct flight included
Grand Rapids (GRR) to Orlando (MCO)
9.4/10 Exceptional! (8 reviews)
My stay was nice… the washer & dryer was a great add on & the place had a blender!! Pool was heated so that was a plus! Property is close to markets & stores. Oh & if u love seafood, try Mr & Mrs crab!!

Reviewed on 7 Aug. 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Save 100% on your flight
per person
7 Oct - 11 Oct
found 1 day ago
Return direct flight included
Grand Rapids (GRR) to Orlando (MCO)
9/10 Wonderful! (1,001 reviews)
Beds were very comfortable. There were tons of food options around the area

Reviewed on 8 Aug. 2025

ette hotel

ette hotel

5 out of 5
Save 100% on your flight
per person
7 Oct - 11 Oct
found 1 day ago
Return direct flight included
Grand Rapids (GRR) to Orlando (MCO)
9.8/10 Exceptional! (325 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on 11 Aug. 2025

Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
Save 100% on your flight
per person
7 Oct - 11 Oct
found 1 day ago
Return direct flight included
Grand Rapids (GRR) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Clean Convenient Large space perfect for groups Lots of pool and food options

Reviewed on 22 May 2025

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
Save 100% on your flight
per person
7 Oct - 11 Oct
found 1 day ago
Return direct flight included
Grand Rapids (GRR) to Orlando (MCO)
9/10 Wonderful! (3,502 reviews)
Love this property!!!!

Reviewed on 11 Aug. 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
Default Image

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$189 per night from 20 Aug to 21 Aug
AU$189
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (4,434 reviews)
"I love it and the rooms are big and comfortable. The front desk lady very nice and respectful. I definitely recommend it."

Reviewed on 11 Aug. 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$309 per night from 17 Aug to 18 Aug
AU$309
17 Aug - 18 Aug
includes taxes & fees
7.8/10 Good! (8,309 reviews)
"Great location"

Reviewed on 11 Aug. 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$160 per night from 27 Aug to 28 Aug
AU$160
27 Aug - 28 Aug
includes taxes & fees
9.4/10 Exceptional! (3,632 reviews)
"Jut be aware you have to pay $20 per night for parking if you have a vehicle, but the price of the room was low so it was still a good deal."

Reviewed on 11 Aug. 2025

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
See all 53,713 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
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All Inclusive Holidays
Cheap Holidays
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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

Aquatica Orlando

Aquatica Orlando

AU$74
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$101
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$704 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.