Winter Springs Vacations from ￥238,748

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The Latest Winter Springs Vacation Packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

4 out of 5
Airport North
Price was ￥261,228, price is now ￥238,748 per person
￥238,748
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (2,451 reviews)
I liked the room with the balcony because I could sit out there and the opposite glass wall brings the beautiful outside in. And you don’t have opposite rooms seeing into yours.

Reviewed on Jul 10, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥317,241, price is now ￥245,778 per person
￥245,778
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (1,129 reviews)
Everything about this hotel was immaculate from the staff to the restaurant to the location and of course the rooms and the bathroom are well kept very update to date. I’ll give them a 10 out of 10. Definitely recommend this hotel.

Reviewed on Jul 10, 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was ￥293,940, price is now ￥249,526 per person
￥249,526
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,376 reviews)
Outstanding

Reviewed on Jul 9, 2026

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

3 out of 5
Airport North
Price was ￥271,062, price is now ￥244,530 per person
￥244,530
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.8/10 Excellent! (4,029 reviews)

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was ￥283,956, price is now ￥259,636 per person
￥259,636
per person
Oct 4 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8/10 Very Good! (10,321 reviews)
Wonderful resort

Reviewed on Jul 10, 2026

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 ￥30,234 per night from Aug 3 to Aug 4
￥30,234
￥34,014 total
Aug 3 - Aug 4
includes taxes & fees
9.4/10 Exceptional! (4,320 reviews)
"Being right next to the airport was amazing! Finally, the bed was great and the staff was super helpful."

Reviewed on Jul 11, 2026

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 ￥24,252 per night from Jul 20 to Jul 21
￥24,252
￥27,284 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (7,206 reviews)
"La habitacion tenía mucha peste a humedad"

Reviewed on Jul 11, 2026

Universal's Cabana Bay Beach Resort
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is ￥20,372 per night from Aug 11 to Aug 12
￥20,372
￥22,919 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (5,429 reviews)
"Excelente"

Reviewed on Jul 10, 2026

Universal's Endless Summer Resort - Dockside Inn and Suites
See all 4,852 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.

Stay near popular Winter Springs attractions

A curved concrete path leading to a dock over a calm lake, surrounded by lush greenery and tall trees with Spanish moss.

Central Winds Park

Central Winds Park offers 103 acres of recreational paradise with award-winning sports fields and nature trails. Explore scenic paths along Lake Jesup or enjoy seasonal events in this community haven.
See properties

What to do in Winter Springs

2-Hour Clear Kayak & Clear Paddleboar

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

￥7,198
per adult
100% of travellers recommend
2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando
LED Glow in the Dark Clear Kayak or Paddleboard in Paradise

LED Glow in the Dark Clear Kayak or Paddleboard in Paradise

￥12,191
per adult
98% of travellers recommend
LED Glow in the Dark Clear Kayak or Paddleboard in Paradise
The Underground Experience

The Underground – Orlando’s Ultimate Tactical Group Experience

￥7,838
per adult
The Underground – Orlando’s Ultimate Tactical Group 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 ￥238,748 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.

Explore a world of travel with Expedia

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