Winter Springs Holidays from NZ$3,558

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The Latest Winter Springs Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Star Island Resort and Club

Star Island Resort and Club

NZ$3,558
per person
26 Dec - 2 Jan
found 16 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.4/10 Very good! (1,492 reviews)
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

NZ$3,697
per person
26 Dec - 2 Jan
found 16 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.6/10 Excellent! (1,000 reviews)
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

NZ$3,864
per person
26 Dec - 2 Jan
found 16 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.6/10 Excellent! (2,042 reviews)
Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Embassy Suites by Hilton Orlando Lake Buena Vista Resort

NZ$3,788
per person
26 Dec - 2 Jan
found 16 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8/10 Very good! (1,503 reviews)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

NZ$4,015
per person
26 Dec - 2 Jan
found 16 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (2,340 reviews)

Winter Springs Holiday

Our pick of the best Winter Springs Hotel Deals

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
NZ$439
2 Nov - 3 Nov
includes taxes & fees
Hyatt Regency Orlando International Airport
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL
Fully refundable
NZ$186
28 Oct - 29 Oct
includes taxes & fees
8.6/10 Excellent! (7,079 reviews)
"Room was very clean. Front desk staff were great! Will definitely return!"

Reviewed on 10 Oct 2026

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

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
NZ$301
8 Nov - 9 Nov
includes taxes & fees
Universal's Cabana Bay Beach Resort
See all 4,917 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
A covered pavilion with picnic tables and a large tree in the foreground.

Trotwood Park

Trotwood Park offers three diverse playgrounds and a refreshing splash pad amid serene natural ponds. Families can enjoy pavilions with barbecue grills or explore the scenic boardwalks for wildlife watching.
See properties

What to do in Winter Springs

Barn Day for Little Cowboys and Cowgirls

Barn Day for Little Cowboys and Cowgirls

NZ$9
per adult
Barn Day for Little Cowboys and Cowgirls
Simulated Shooting Range

Bill Drill: All-Ages Tactical Adventure in Orlando

NZ$173
per adult
100% of travellers recommend
Bill Drill: All-Ages Tactical Adventure in Orlando
2-Hour Clear Kayak & Clear Paddleboar

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

NZ$79
per adult
100% of travellers recommend
2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando
See all activities in Winter Springs

Frequently asked questions

How much does a Winter Springs holiday package cost?
You'll find cheap prices from NZ$3,558 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 holiday 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 holiday packages. Bear in mind that school holiday 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-organised 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 holiday for longer.
Is it worth booking a holiday package to Winter Springs?
Winter Springs is a good holiday 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Winter Springs holiday as a package?
Expedia holiday 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 holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 holiday 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 accommodation: Once you've settled on your trip dates and duration, book the perfect Winter Springs holiday package for you.

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