Winter Springs Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (1,274 reviews)
The property was nice, lots of things to do for everyone. However the shipwreck water park wasn’t included you have to pay for that separately. Also, be prepared to pay additional resort fees at the property.

Reviewed on Jul. 11, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Good choice to stay, close to universal and not that far from disney. I would definetly recomend it. Excelent service.

Reviewed on Jul. 10, 2025

ette hotel

ette hotel

5 out of 5
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.8/10 Exceptional! (310 reviews)
very friendly helpful staff. nice area with many restaurants and grocery stores around. clean rooms. elegant hotel

Reviewed on Jul. 4, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.2/10 Very Good! (5,060 reviews)
Really the only negative I can say about the resort is not having enough parking spaces which I know is not really in your control because of the high volume of people. Other than that I have an amazing stay like always do.

Reviewed on Jul. 12, 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 hour ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
Amicable staff and overall good experience

Reviewed on Jun. 15, 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 $267 per night from Jul 16 to Jul 17
CA $267
CA $300 total
Jul 16 - Jul 17
includes taxes & fees
9.4/10 Exceptional! (3,361 reviews)
"Very quite, clean and nice hotel, friendly staff"

Reviewed on Jul. 11, 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 $115 per night from Aug 4 to Aug 5
CA $115
CA $130 total
Aug 4 - Aug 5
includes taxes & fees
8.2/10 Very Good! (6,446 reviews)
"Great experience, returning couple times"

Reviewed on Jul. 12, 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 $218 per night from Aug 12 to Aug 13
CA $218
CA $245 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (5,196 reviews)
"Wonderful place to stay! Perfect to access Volcano Bay!"

Reviewed on Jul. 11, 2025

Universal's Cabana Bay Beach Resort
See all 4,604 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

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

Enjoy a beautiful evening on our clear lake. Choose clear kayaks or paddleboards and your favorite color for one of the most unique tours in Orlando

LED Glow in the Dark Clear Kayak or Clear Paddleboard in Paradise

CA $102
per adult
98% of travellers recommend
LED Glow in the Dark Clear Kayak or Clear Paddleboard in Paradise
Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

CA $30
per adult
80% of travellers recommend
Orlando: Central Florida Zoo Skip-the-Line Ticket
Ghost Hunt in Orlando: Quest Experience

Ghost Hunt in Orlando: Quest Experience

CA $14
per adult
Ghost Hunt in Orlando: Quest 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 CA $635 on Expedia for your Winter Springs getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Winter Springs costs.
What are the cheapest months to go to Winter Springs?
Travel in the low or shoulder season and you're likely to get cheap Winter Springs vacation packages. Bear in mind that school vacation periods and major festivals and events can have an impact on prices, so do a little research before you go.
How many days is enough for Winter Springs?
Typically, a handful of days is enough to check out the major sights during your Winter Springs vacation. However, if you prefer to have some time to relax or take day tours, consider extending your itinerary.
Is it worth booking a vacation package to Winter Springs?
Winter Springs has everything you need for an amazing escape. Begin your Winter Springs vacation on a high note by checking out popular attractions like Central Winds Park.
How to find the best Winter Springs package deals?
Use Expedia's filters to help you find some great Winter Springs package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Winter Springs package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Winter Springs vacation as a package?
You can enjoy significant savings on your next Winter Springs retreat by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Winter Springs?
If you have your Winter Springs travel dates finalized, book early to bag some outstanding deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Winter Springs?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Winter Springs.
  2. Budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Winter Springs.
  3. Decide how many days away: Start by compiling a list of the activities and sights you'd like to experience in Winter Springs. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Winter Springs vacation package that brings all your bookings together.

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