Winter Springs Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Stephanie Moraca

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 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

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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was CA $1,544, price is now CA $390 per person
CA $390
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,163 reviews)
Friendly staff and willing to always assist. Only thing was unpleasant odor in the hotel hallway

Reviewed on Aug. 18, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $1,687, price is now CA $732 per person
CA $732
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,013 reviews)
Its our normal go to if there is availability. Great location, rooms are big and very nice. Service is good and a great view from the upper levels.

Reviewed on Aug. 18, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,318, price is now CA $605 per person
CA $605
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,177 reviews)
There were a few places on site that we could eat at and also a store where we could also purchase items to keep in the room so we never really had to leave the property.

Reviewed on Aug. 19, 2025

ette hotel

ette hotel

5 out of 5
Price was CA $2,333, price is now CA $1,158 per person
CA $1,158
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
9.8/10 Exceptional! (325 reviews)
Excellent service, food, location and staff! Thank you

Reviewed on Aug. 11, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,121, price is now CA $600 per person
CA $600
per person
Nov 5 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,328 reviews)
This place was very average. I stayed as a guest. I had to sweep twice when I got in the room. The WiFi is absolutely terrible. They don't give extra complementary blanks and sheets The power went out during a thunderstorms The best restaurant on the property is not open everyday (Dos Amigos) Tv selection is not good at all. The water park / pool is nice. Rooms are big. The property looks nice Nice recreational spaces

Reviewed on Aug. 18, 2025

Ready to book your vacation to Winter Springs?

 

Choose your dates

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
The price is CA $128 per night from Sep 10 to Sep 11
CA $128
CA $144 total
Sep 10 - Sep 11
includes taxes & fees
8.4/10 Very Good! (6,546 reviews)
"Great and helpful staff, clean rooms!"

Reviewed on Aug. 17, 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 $197 per night from Sep 1 to Sep 2
CA $197
CA $222 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (5,131 reviews)
"Great time"

Reviewed on Aug. 17, 2025

Universal's Cabana Bay Beach Resort
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
7400 International Dr, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Aug 20 to Aug 21
CA $98
CA $180 total
Aug 20 - Aug 21
includes taxes & fees
7.8/10 Good! (3,518 reviews)
"All the services was excellent"

Reviewed on Aug. 19, 2025

CoCo Key Hotel and Water Resort 
See all 4,509 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

Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

CA $30
per adult
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 $62
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

CA $110
per adult
Private 2-Hour Day Sailing 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 $390 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.