Winter Springs Vacations

Book a Hotel + Flight together to unlock savings

Photo by Stephanie Moraca

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Winter Springs Vacation Packages

Winter Springs Hotel Deals

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 SAR 347 per night from Jun 15 to Jun 16
SAR 347
SAR 391 total
includes taxes & fees
15 Jun - 16 Jun
8.2/10 Very Good! (6,319 reviews)
"Clean."

Reviewed on 2 June 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
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 SAR 746 per night from Jun 9 to Jun 10
SAR 746
SAR 840 total
includes taxes & fees
9 Jun - 10 Jun
9.4/10 Exceptional! (3,265 reviews)
"At 8:30 am I heard all this shouting outside my room. I looked out and saw the maintenance man on his radio screaming at someone! Unbelievable that the people who work there are so inconsiderate! This was June 3rd 2025. The check in gentleman was wonderful and courteous!"

Reviewed on 3 June 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 SAR 908 per night from Jun 16 to Jun 17
SAR 908
SAR 1,021 total
includes taxes & fees
16 Jun - 17 Jun
8.8/10 Excellent! (5,188 reviews)
"Rooms at the far side were very far. With kids it can be challenging."

Reviewed on 2 June 2025

Universal's Cabana Bay Beach Resort
See all 4,543 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.

Frequently asked questions

How much does a Winter Springs vacation 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 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 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.

Discover the most popular places to visit in Winter Springs

Tuscawilla Golf Course

Enjoy a round of golf in Winter Springs at Tuscawilla Golf Course. Stroll along the lakeside or attend a sporting event in the area.

Tuscawilla Golf Course

Central Winds Park

After visiting Central Winds Park, make a plan to see the other sights and activities in Winter Springs. Amble around the area's lakeside or attend a sporting event.

Central Winds Park

Trotwood Park

After visiting Trotwood Park, make a plan to see the other sights and activities in Winter Springs. Experience the area's great live music or attend a sporting event.

Trotwood Park