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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.2/10 Very Good! (5,163 reviews)
Found cockroaches in the bathroom. Housekeeping never came to clean the room.

Reviewed on Aug. 7, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.8/10 Excellent! (1,013 reviews)
The kitchen was the main reason we stayed here. There’s a lot of great hotels in the area but this was the best choice when you need a bigger suite with kitchen. The area is also safe. The view was also beautiful and peaceful. The staff took good care of us. We will definitely stay here again.

Reviewed on Aug. 7, 2025

Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.8/10 Excellent! (3,037 reviews)
Property was clean and quiet. Staff was friendly and nice

Reviewed on Aug. 6, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Sep 30 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8.2/10 Very Good! (5,177 reviews)
Stay was amazing, property was nice

Reviewed on Aug. 7, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Orlando (MCO)
8/10 Very Good! (1,303 reviews)
Great atmosphere for family

Reviewed on Aug. 5, 2025

Ready to book your vacation to Winter Springs?

 

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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 CA $135 per night from Aug 17 to Aug 18
CA $135
CA $152 total
Aug 17 - Aug 18
includes taxes & fees
8.2/10 Very Good! (6,520 reviews)
"Great"

Reviewed on Aug. 5, 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 CA $92 per night from Aug 10 to Aug 11
CA $92
CA $104 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (4,743 reviews)
"Great"

Reviewed on Aug. 7, 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 CA $185 per night from Sep 1 to Sep 2
CA $185
CA $209 total
Sep 1 - Sep 2
includes taxes & fees
8.8/10 Excellent! (5,122 reviews)
"Good !!!"

Reviewed on Aug. 5, 2025

Universal's Cabana Bay Beach Resort
See all 4,490 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
80% of travellers recommend
Orlando: Central Florida Zoo Skip-the-Line Ticket
Wekiva River Guided Kayak Tour

Wekiva River Guided Kayak Tour

CA $137
per adult
Wekiva River Guided Kayak Tour
90-Minute Sunset paddle at Secret Lake Guided Kayak Tour in Casselberry

90-Minute Sunset paddle at Secret Lake Guided Kayak Tour in Casselberry

CA $62
per adult
90-Minute Sunset paddle at Secret Lake Guided Kayak Tour in Casselberry
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 $556 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.