Winter Springs Vacations from $316
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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.
The Latest Winter Springs vacation packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
$316
per person
Dec 3 - Dec 7
found 2 days ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
I felt like a VIP here. The price was incredible. The room was clean and cool. The staff was very friendly. Super easy drive to and from Magic Kingdom. Highly recommend.
Reviewed on Oct 12, 2026
Westgate Leisure Resort
International Drive District
$532
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
The room was exceptionally clean and well organized, and well stocked. The only dislike was that the stove was gas. The grounds were beautiful and I love the water feature two areas of the resort.
Reviewed on Oct 12, 2026
Don't see what you're looking for?
See all available trips from Columbus to Winter Springs
View all tripsStay near popular Winter Springs attractions
Central Winds Park
Central Winds Park offers 103 acres of recreational paradise with award-winning sports fields and nature trails. Explore scenic paths along Lake Jesup or enjoy seasonal events in this community haven.
Trotwood Park
Trotwood Park offers three diverse playgrounds and a refreshing splash pad amid serene natural ponds. Families can enjoy pavilions with barbecue grills or explore the scenic boardwalks for wildlife watching.
What to do in Winter Springs
Bill Drill: All-Ages Tactical Adventure in Orlando
$99
per adult
100% of travellers recommend
Orlando Science Center General Admission Ticket
$29
per adult
Winter Springs Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
$219 nightly
$246 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (4,546 reviews)
"Great place to stay! Room was clean and convenient. Staff was great!"
Reviewed on Oct 12, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
$93 nightly
$104 total
Oct 27 - Oct 28
Total with taxes and fees
8.6/10 Excellent! (7,101 reviews)
"Onsite restaurants are a bit pricey for the food quality. Small Personal pizza, 8 wings and two can beers at quick service restaurant $58. There were issues entering and exiting the parking lot. Although rooms appear clean for the most part, you can tell a vacuum was not used because I noticed a ..."
Reviewed on Oct 12, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
$150 nightly
$169 total
Nov 3 - Nov 4
Total with taxes and fees
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.
Find the Best Winter Springs Vacation Packages
Winter Springs Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Orlando Intl. Airport (MCO) |
Population | 34,800 |
Max Temp Winter | 70ºF |
Max Temp Summer | 90ºF |
Top Sights | Central Florida Zoo & Botanical Gardens, Sanford Museum and Wayne Dench Performing Arts Center |
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Frequently asked questions
How much does a Winter Springs vacation package cost?
You'll find cheap prices from $316 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?
You can typically find lower prices and greater availability in July, August and December. Check out our cheap Winter Springs vacation packages and you could land some great off-season deals.
How many days is enough for Winter Springs?
Usually, a handful of days is enough to check out the top sights during your Winter Springs vacation. But if you'd like to have some time to unwind or take day tours, think about extending your itinerary.
Is it worth booking a vacation package to Winter Springs?
It's easy to see why a Winter Springs vacation is on the to-do list of many travelers. Leading attractions like Central Winds Park are just the beginning of things to keep you busy here.
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?
- Pick your travel dates: The things you plan to do in Winter Springs and your preferred season can help you decide when to get away.
- Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that may arise during your trip to Winter Springs.
- Organize your Winter Springs escape with Expedia's trip planning tool: Look for and book hotels and activities all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Winter Springs together.
- Decide how many days away: Start by listing all the activities and attractions you'd like to experience in Winter Springs. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Winter Springs vacation package.
- Book any activities or day trips: Now to the fun part — organizing everything you want to do and see. Explore some of the best things to do in Winter Springs in Winter Springs and book your tickets in advance to save time (and maybe some cash too!).
Does Expedia offer Book Now, Pay Later Winter Springs vacation packages?
Your Winter Springs getaway should be an escape from your daily routine, not a reason for money-related stress. So to allow you that extra flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
