Winter Springs Holidays

Photo by Stephanie Moraca

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Top hotels in Winter Springs

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 S$142 per night from 17 Aug to 18 Aug
S$142
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (6,509 reviews)
"The property was clean. The hotel is very close to universal and has shuttle to the parks."

Reviewed on 8 Aug, 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is S$179 per night from 16 Aug to 17 Aug
S$179
16 Aug - 17 Aug
includes taxes & fees
8.4/10 Very Good! (4,741 reviews)
Close to OCCC
"Booked this trip to attend a conference which was a OCCC and it was within a convenient walking distance. Would book again just to try to enjoy more time at hotel"

Reviewed on 6 Aug, 2025

Rosen Inn at Pointe Orlando
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 S$195 per night from 1 Sept to 2 Sept
S$195
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (5,094 reviews)
"The waterfall features in the lazy river weren’t operational. It killed the vibe of the lazy river, and given the water stains, felt like it was in disrepair. The water slide was also closed during our stay. The milkshake counter was open until midnight. That was nice to have after returning to the ..."

Reviewed on 9 Aug, 2025

Universal's Cabana Bay Beach Resort
See all 4,491 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

S$28
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

S$58
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

S$109
per adult
Private 2-Hour Day Sailing Experience
See all activities in Winter Springs

Frequently asked questions

How much does a Winter Springs holiday package cost?
You'll find cheap prices 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.