Winter Springs Vacations from ￥183,752

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The Latest Winter Springs Vacation Packages

Price found within the past 48 hours. Click for updated prices.
WorldMark Reunion

WorldMark Reunion

4 out of 5
Reunion
per person
Sep 9 - Sep 14
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (553 reviews)
Great location for the parks, close to some fantastic restaurants. Warm and welcoming staff

Reviewed on Jul 16, 2025

ette hotel

ette hotel

5 out of 5
per person
Sep 9 - Sep 14
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Everything was great other than the pool closing at 8 pm. The lighting in the room was a bit dim and the magnifying lit mirror in bathroom was not usable. It was activated by motion, but the sensor does not face you. Other than that, it was really good

Reviewed on Aug 1, 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
per person
Oct 6 - Oct 10
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.4/10 Exceptional! (247 reviews)
Amazing resort and would definitely go back again

Reviewed on Jul 17, 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
per person
Oct 6 - Oct 10
found 12 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Orlando (MCO)
9.4/10 Exceptional! (354 reviews)
The property was amazing , very comfortable and spacious , very modern as well ! The pools are amazing and the staff is very nice Our family will definitely be back !!!!

Reviewed on Aug 2, 2025

Caribe Royale Orlando

Caribe Royale Orlando

4.5 out of 5
per person
Sep 9 - Sep 14
found 7 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (4,300 reviews)
Great stay - close to many attractions.

Reviewed on Aug 2, 2025

Find the Best Winter Springs Vacation Packages

Winter Springs Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥29,333 per night from Aug 4 to Aug 5
￥29,333
￥33,000 total
Aug 4 - Aug 5
includes taxes & fees
9.4/10 Exceptional! (3,430 reviews)
Very convenient
"It's wonderful to be able to check in my rental car, go upstairs and check in at the hotel all at one location. Then board the plane the next morning."

Reviewed on Jul 31, 2025

Hyatt Regency Orlando International Airport
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥23,584 per night from Aug 6 to Aug 7
￥23,584
￥26,532 total
Aug 6 - Aug 7
includes taxes & fees
8.8/10 Excellent! (5,084 reviews)
"I really enjoyed this property. Affordable, the retro feel, the oldies music, and the beds were very comfortable. My children and I really like the view of Volcano Bay...such a fun resort and very close to all the other Universal Studio parks. I would recommend this hotel to my friends and family. ..."

Reviewed on Jul 31, 2025

Universal's Cabana Bay Beach Resort
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥13,658 per night from Aug 14 to Aug 15
￥13,658
￥15,365 total
Aug 14 - Aug 15
includes taxes & fees
8.2/10 Very Good! (6,484 reviews)
"Everything was ok until we found out that I have to pay for parking 33 a day. Cleanness was 8 out of10"

Reviewed on Aug 2, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
See all 4,494 properties in Winter Springs
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.

What to do in Winter Springs

Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

￥3,242
per adult
80% of travellers recommend
Orlando: Central Florida Zoo Skip-the-Line Ticket
2-Hour Clear Kayak & Clear Paddleboar

2-Hour Clear Kayak & Clear Paddleboard(SUP) Rental in Orlando

￥6,646
per adult
100% of travellers recommend
2-Hour Clear Kayak & Clear Paddleboard(SUP) Rental in Orlando
Sailing Tour - Orlando, FL - Sailing Orlando

Private 2-Hour Day Sailing Experience

￥12,554
per adult
Private 2-Hour Day Sailing Experience
See all activities in Winter Springs

Frequently asked questions

How much does a Winter Springs vacation package cost?
You'll find cheap prices from ￥183,752 on Expedia for your Winter Springs escape. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Winter Springs costs.
What are the cheapest months to go to Winter Springs?
Plan your getaway for the off-peak season and you're likely to get cheap Winter Springs vacation packages. Bear in mind that school vacation periods and major local events can impact prices, so do your research before booking.
How many days is enough for Winter Springs?
With a well-organized itinerary, you can easily hit the top Winter Springs sights in a handful of days. But if you prefer to venture off the beaten track or take day trips, consider booking your Winter Springs vacation for longer.
Is it worth booking a vacation package to Winter Springs?
Winter Springs is a good vacation destination with attractions like Central Winds Park among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Winter Springs vacation promises fun for everyone.
How to find the best Winter Springs package deals?
Use Expedia's filter tool to find some great Winter Springs package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Winter Springs package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Winter Springs vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Winter Springs vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Winter Springs?
Enjoy fantastic discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Winter Springs trip.
How to plan a trip to Winter Springs?

  1. Choose when to get away: Check your calendar and get packing. Your preferred season and the available activities will also help you decide when to vacation in Winter Springs.
  2. Set your budget: Consider expenses like transportation, flights and meals when calculating how much to save for your trip to Winter Springs. Then, select a hotel that works with your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Winter Springs, you can figure out the perfect length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect Winter Springs vacation package for you.

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