Winter Garden Vacations from NT$16,605

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The Latest Winter Garden Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was NT$23,781, price is now NT$16,605 per person
NT$16,605
per person
Dec 11 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
The spaciousness of the rooms

Reviewed on 2026/11/2

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was NT$52,085, price is now NT$25,594 per person
NT$25,594
per person
Dec 11 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Save 100% on your flight
Price was NT$59,585, price is now NT$37,122 per person
NT$37,122
per person
Dec 11 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.6/10 Exceptional! (840 reviews)

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

4 out of 5
Price was NT$22,747, price is now NT$17,280 per person
NT$17,280
per person
Dec 11 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.4/10 Exceptional! (1,205 reviews)

Pestana Orlando Suites - Lake Buena Vista

Pestana Orlando Suites - Lake Buena Vista

4 out of 5
Price was NT$23,401, price is now NT$17,796 per person
NT$17,796
per person
Dec 11 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.4/10 Exceptional! (2,410 reviews)

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
A calm lake with lily pads and reeds in the foreground, surrounded by trees and a cloudy sky.

Oakland

When in Oakland, you can plan a visit to Garden Theatre 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 NT$5,586 per night from Dec 7 to Dec 8
NT$5,586
NT$8,096 total
Dec 7 - Dec 8
includes taxes & fees
8.2/10 Very Good! (10,930 reviews)
"Kids love water park"

Reviewed on 2026/11/7

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

3 out of 5
631 FLAGLER AVE Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is NT$2,485 per night from Nov 24 to Nov 25
NT$2,485
NT$2,796 total
Nov 24 - Nov 25
includes taxes & fees
9.4/10 Exceptional! (5,740 reviews)
"Welcoming & accomodating"

Reviewed on 2026/11/7

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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 NT$3,206 per night from Nov 29 to Nov 30
NT$3,206
NT$3,606 total
Nov 29 - Nov 30
includes taxes & fees
9.4/10 Exceptional! (6,269 reviews)
"Polite Staff, Clean Rooms, Comfy Bed, Parking garage is a bit of a hassle when outdoor parking lot is full. Walking distance to the smallest Target. 12-14 mins from Disney. Check and Check out was quick and super easy."

Reviewed on 2026/11/7

Home2 Suites by Hilton Orlando at Flamingo Crossings
See all 57,208 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.

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.
See properties

Frequently asked questions

How much does a Winter Garden vacation package cost?
Offering great value package deals from NT$16,605 on Expedia, you'll be thrilled with how little a vacation 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 vacation 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 vacation, 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 vacation package to Winter Garden?
Well known for its cycling, markets and shopping, a Winter Garden vacation is a hit with all types of travelers. 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 customize your search by "Property class," "Number of bedrooms," "Traveler 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 vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations 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 vacation package to Winter Garden?
If you've got your Winter Garden vacation 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 favorite season and the type of activities on offer will also help you decide when to vacation 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 accommodations 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 vacation 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.