Winter Springs Vacation Packages

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Your Winter Springs Vacation

Say bye-bye to the worries of planning and hello to a Winter Springs vacation package. With everything organized before you leave, you can focus on discovering the best of this city, starting with Ivanhoe Village, which is great for dining, bars and pubs and shopping. If taking in sights is on the cards during your trip to Winter Springs, swing by leading attractions like Altamonte Mall, Winter Park Village and Cranes Roost Park. Your Winter Springs vacation is a couple of clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored just for you.

Top Winter Springs Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
Jun. 19 - Jun. 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.8/10 Excellent! (2,698 reviews)
I loved the window blinds. In fact I'd love to know where you got them. Price was reasonable and staff helpful.

Reviewed on Apr. 1, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jun. 19 - Jun. 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very good! (1,011 reviews)
The pool and hot tub were great! The room floor needed to be wet mopped. You should offer a “light” room cleaning when guests ask. We were there 6 days and our towels and sheets were dirty but they would not come touch up the room unless we had stayed there 7 days. All other hotels will do a light cleaning after 5 days.

Reviewed on Apr. 2, 2025

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Florida Center
per person
Jun. 19 - Jun. 26
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
7/10 Good! (1,983 reviews)
The paper processing was long.

Reviewed on Apr. 1, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Jun. 19 - Jun. 26
found 21 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
7.8/10 Good! (1,524 reviews)
Love the property clean updated and pleasent staff

Reviewed on Apr. 1, 2025

Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
per person
Jun. 6 - Jun. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,567 reviews)
Overall a great location and friendly staff. Enjoyed our time and would stay here again!

Reviewed on Mar. 28, 2025

Ready to book your vacation to Winter Springs?

 

Choose your dates

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 CA $299 per night from Apr. 7 to Apr. 8
CA $299
CA $336 total
includes taxes & fees
Apr 7 - Apr 8
9.2/10 Wonderful! (3,187 reviews)
"Convenient for early morning flights."

Reviewed on Apr. 2, 2025

Hyatt Regency Orlando International Airport
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 CA $145 per night from Apr. 9 to Apr. 10
CA $145
CA $163 total
includes taxes & fees
Apr 9 - Apr 10
8.2/10 Very good! (6,340 reviews)
"It was quiet, for most part it was clean except one of the hand towels had some black black sticky thing on !"

Reviewed on Mar. 31, 2025

DoubleTree by Hilton at the Entrance to Universal 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 CA $220 per night from Apr. 3 to Apr. 4
CA $220
CA $248 total
includes taxes & fees
Apr 3 - Apr 4
8.8/10 Excellent! (5,160 reviews)
"Good"

Reviewed on Mar. 31, 2025

Universal's Cabana Bay Beach Resort
See all 4,613 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Golf Vacations

Golf Vacations

Luxury Vacations

Luxury Vacations

Romantic Vacations

Romantic Vacations

Frequently asked questions

How much does a Winter Springs vacation package cost?
You’ll find cheap prices from CA $603 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.

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

What to do in Winter Springs

Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

CA $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

CA $65
per adult
100% of travellers recommend
2-Hour Clear Kayak & Clear Paddleboard(SUP) Rental in Orlando
Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown

Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown

CA $50
per adult
Orlando: Crawl Hidden Bars and Speakeasies Tour in Downtown
See all activities in Winter Springs
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.