Winter Springs Holidays

Photo by Stephanie Moraca

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Top Flight + Hotel Deals in Winter Springs

Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
per person
12 Sept - 16 Sept
found 15 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,000 reviews)
Delaney has a lovely restaurant, is in a part of town convenient to downtown Orlando and the rooms are always clean and fresh.

Reviewed on 26 Jul 2025

ette hotel

ette hotel

5 out of 5
per person
12 Sept - 16 Sept
found 15 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
Fantastic hotel. Beautiful room, great food, exceptional staff and the smell was phenomenal

Reviewed on 27 Jul 2025

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
per person
12 Sept - 16 Sept
found 15 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.4/10 Exceptional! (354 reviews)
This place is super expensive, but besides the water activities there’s nothing to do there’s should be parties going on especially at night time, 10 pm everything’s shut down. Also there is no free housekeeping, if you need housekeeping you have to pay extra money and also someone keeps ringing my doorbell bell when I finally reported they did sent security to check it out, I spoke with the security guard and I ask him if there was cameras he said no only at the entrance I felt like all the Hallway should have cameras in case something happened. I love the property very much except that it was pretty boring at night time cause the have no activity

Reviewed on 28 Jul 2025

Villatel Village at Solterra Resort

Villatel Village at Solterra Resort

4.5 out of 5
per person
12 Sept - 16 Sept
found 15 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
No reviews
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
per person
12 Sept - 16 Sept
found 15 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,142 reviews)
Spacious accommodations near Disney, with some amenities.

Reviewed on 4 Jun 2025

Top hotels in Winter Springs

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 €97 per night from 14 Aug to 15 Aug
€97
14 Aug - 15 Aug
includes taxes & fees
8.2/10 Very Good! (6,510 reviews)
"I loved it!!! It was a great place to stay at and we had a incredible view and all the staffs were amazing I definitely book here again for my future trips😊"

Reviewed on 27 Jul 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
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 €187 per night from 29 Jul to 30 Jul
€187
29 Jul - 30 Jul
includes taxes & fees
9.4/10 Exceptional! (3,410 reviews)
"The hotel bar and restaurant is open late and they have 24 hr room service which is extremely convenient for travelers. Our room was very comfortable and clean. My only negative is that our room had a lingering cigarette smell."

Reviewed on 25 Jul 2025

Hyatt Regency Orlando International Airport
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 €152 per night from 26 Aug to 27 Aug
€152
26 Aug - 27 Aug
includes taxes & fees
8.8/10 Excellent! (5,156 reviews)
Summer Family Vacation
"Cabana Bay Resort was a home run for our family trip! Staff was amazing, tons to do for my active teens and the price was family budget friendly! Highly recommend."

Reviewed on 25 Jul 2025

Universal's Cabana Bay Beach Resort
See all 4,488 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.

What to do in Winter Springs

Orlando: Central Florida Zoo Skip-the-Line Ticket

Orlando: Central Florida Zoo Skip-the-Line Ticket

€19
per adult
76% 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

€39
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

€73
per adult
Private 2-Hour Day Sailing Experience
See all activities in Winter Springs

Frequently asked questions

How much does a Winter Springs holiday package cost?
You'll find cheap prices from €689 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 holiday 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 holiday packages. Bear in mind that school holiday 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-organised 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 holiday for longer.
Is it worth booking a holiday package to Winter Springs?
Winter Springs is a good holiday 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Winter Springs holiday as a package?
Expedia holiday 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 holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday 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 holiday 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 accommodation: Once you've settled on your trip dates and duration, book the perfect Winter Springs holiday package for you.

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